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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785591Generated: October 30, 2026

Dimethylformamide → N-Benzyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

https://huagongshe.com/reaction/1785591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDichloromethaneHCID 6344—
ReactantBenzylamineHCID 7504—
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantPyBroPHCID 2733179—
Reactant1H-Pyrrolo[2,3-b]pyridine-5-carboxylic acidHCID 21907018—
SolventWaterHCID 962—
ProductN-Benzyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamideHCID 5759572427.6%

Reaction Steps

Into a Round bottom flask was added compound 15 (35.0 mg, 0.000216 mol) and benzylamine (0.05 mL, 0.0004 mol) and PyBroP (Bromotri(pyrrolidino)phosphonium hexafluorophosphate, 200.0 mg, 0.0004318 mol) and triethylamine (0.093 mL, 0.00067 mol) and tetrahydrofuran (5.0 mL, 0.062 mol) and N,N-dimethylformamide (10.0 mL, 0.129 mol) and methylene chloride (5.0 mL, 0.078 mol) under an atmosphere of Nitrogen. The reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into water, extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with biotage to give product 19 (15 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504509B2
Source datasetuspto-grants-2009_03
ORD IDord-d4fb084fa70a4477a98bdbf348bba5d8
Source noteuspto-grants-2009_03