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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748356Generated: October 30, 2026

Pyridine → HCID 67235313, compound

https://huagongshe.com/reaction/1748356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethyl AnthranilateHCID 8635—
Reactant1-Chloro-N,N-2-trimethylpropenylamineHCID 640792—
Reactant1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylic acidHCID 67235706—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 67235313HCID 6723531366.6%

Reaction Steps

To a suspension of 1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylic acid (Intermediate J, 500 mg, 2.0 mmol) in CH2Cl2 (10 mL) at room temperature is added 1-chloro-N,N,2-trimethylpropenylamine (0.98 mL, 7.2 mmol). After stirring for 3 h, methyl anthranilate (1.3 mL, 10.2 mmol) and pyridine (0.66 mL, 8.2 mmol) are added. The mixture is stirred for another 16 h at room temperature. Water (100 mL) is added and the mixture is extracted with EtOAc (3×100 mL). The organic layers are combined, dried and evaporated. Methanol (50 mL) is added to the oily residue, and a white solid is formed. The solid is filtered to afford the title compound (503 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150577B2
Source datasetuspto-grants-2015_10
ORD IDord-ce82ab99fc0d4d9da3b39e9075fabe82
Source noteuspto-grants-2015_10