ChemicalBook CAS DataBase List 4-(ethylamino)-1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde

4-(ethylamino)-1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde synthesis

7synthesis methods

Product Name:4-(ethylamino)-1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde
CAS Number:915403-16-6
Molecular formula:C10H11N3O
Molecular Weight:189.21

958230-19-8 Synthesis

4-CHLORO-1H-PYRROLO[2,3-B]PYRIDINE-5-CARBALDEHYDE

958230-19-8
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75-04-7
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$10.00/20mg

4-(ethylamino)-1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde

915403-16-6
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Yield:915403-16-6 92%

Reaction Conditions:

in 2-methoxy-ethanol;water at 130;

Steps:

49.1 Step 1: 4-(ethylamino)-JH-pyrrolo[2, 3-bJpyridine-5-carbaldehyde

Example 49 3-(2,6-Difluoro-3,5-dimethoxyphenyl)-1-ethyl-3,4,7,9-tetrahydro-1H- pyrrolo j3’,2’:5,6j pyrido j4,3-dj pyrimidine-2,8-dione Step 1: 4-(ethylamino)-JH-pyrrolo[2, 3-bJpyridine-5-carbaldehyde A mixture of 4-chloro- 1 H-pyrrolo[2,3 -b]pyridine-5 -carbaldehyde (CAS 958230-19-8, Lakestar Tech, Lot: 124-132-29: 3.0 g, 17 mmol) and ethylamine (1OM in water, 8.3 mL,83 mmol) in 2-methoxyethanol (20 mL, 200 mmol) was heated to 130 °C and stirredovernight. The mixture was cooled to room temperature then concentrated under reducedpressure. The residue was treated with iN HC1 (30 mL) and stirred at room temperature for 1h then neutralized with saturated NaHCO3 aqueous solution. The precipitate was collected viafiltration then washed with water and dried to provide the desired product (2.9 g, 92 %). LCMS calculated for C10H12N30 [M+H] mlz: 190.1; found: 190.1.

References:

WO2014/7951,2014,A2 Location in patent:Page/Page column 128; 129