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CAS No. : | 117043-86-4 | MDL No. : | MFCD06738774 |
Formula : | C4H7ClN2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | CPKXTRRWXZPGDS-UHFFFAOYSA-N |
M.W : | 150.63 | Pubchem ID : | 22467595 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
PREPARATION 141(3) 4-Aminomethylthiazole hydrochloride (305 mg) was obtained as white powders from N-(thiazol-4-ylmethyl)phthalimide (1.15 g) in a manner similar to Preparation 91(4). NMR (DMSO-d6, delta): 4.18 (2H, q, J=5 Hz), 7.83 (1H, d, J=2 Hz), 8.52 (3H, br), 9.20 (1H, d, J=2 Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
EXAMPLE 141 2-(cis-4-Hydroxycyclohexylamino)-5-nitro-N-(4-thiazolylmethyl)benzamide (92 mg) was obtained as yellow powders from 2-(cis-4-hydroxycyclohexylamino)-5-nitrobenzoic acid (120 mg) and <strong>[117043-86-4]4-aminomethylthiazole hydrochloride</strong> (70.9 mg) in a manner similar to Preparation 1. NMR (DMSO-d6, delta): 1.42-1.-76 (8H, m), 3.65 (2H, br), 4.54 (1H, d, J=4 Hz), 4.59 (1H, d, J=5 Hz), 6.89 (1H, d, J=8 Hz), 7.52 (1H, d, J=2 Hz), 8.12 (1H, dd, J=2, 8 Hz), 8.66 (1H, d, J=2 Hz), 9.07 (1H, d, J=2 Hz), 9.28 (1H, d, J=8 Hz), 9.45 (1H, m); Mass m/z: 375.2 (M+-H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; In N,N-dimethyl-formamide; acetonitrile; at -15 - 20℃; | To a solution of <strong>[117043-86-4]thiazol-4-ylmethanamine hydrochloride</strong> (100 mg, 0.664 mmol) in acetonitrile (3 mL), potassium carbonate (229 mg, 1.66 mmol) and DMF (2 mL) were added. After the mixture was cooled to a temperature between -10 C. and -15 C., ethyl 2-bromoacetate (73 muL, 0.66 mmol) diluted with acetonitrile (1 mL) was added dropwise thereto. The temperature was gradually raised to room temperature, and the mixture was stirred overnight. Insoluble matters were separated by filtration, and the filtrate was concentrated under reduced pressure. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20℃; for 3.0h;Inert atmosphere; | To a solution of compound 24-S7 (1 equiv) in DMF (10 vol) at 0 C under an atmosphere of argon was added <strong>[117043-86-4]thiazol-4-ylmethanamine hydrochloride</strong> (1 equiv), HATU (2.1 equiv), and DIPEA (5 equiv). The reaction mixture was stirred at room temperature for 3 hours and quenched with water (30 vol). The resulting mixture was extracted with DCM. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated to dryness. The remaining residue was purified by column chromatography on silica gel (eluted with DCM/MeOH) to afford compound 24. 1H NMR (400 MHz, DMSO-d6) delta 1.95- 2.16 (m, 1H), 2.42 (s, 3H), 2.46- 2.54 (m, 1H), 3.75 - 3.91 (m, 1H), 3.94- 4.08 (m, 1H), 4.40- 4.62 (m, 3H), 5.33- 5.50 (m, 2H), 5.69 (d, J = 16.5 Hz, 1H), 7.26 (d, J = 7.7 Hz, 1H), 7.34- 7.39 (m, 2H), 7.64 (t, J = 7.9 Hz, 1H), 7.96 (d, J = 8.2 Hz, 1H), 8.97 (d, J = 2.0 Hz, 1H), 9.14 (t, J = 6.0 Hz, 1H), 10.87 (s, 1H). |