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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278855Generated: November 3, 2026

Methyl chloroformate → Methyl {5-amino-3-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-triazin-6-yl}carbamate

https://huagongshe.com/reaction/2278855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
Reactant3-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-triazine-5,6-diamineHCID 71621696—
SolventDichloromethaneHCID 6344—
ProductMethyl {5-amino-3-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-triazin-6-yl}carbamateHCID 71621698—

Reaction Conditions

Temperature0 °C

Reaction Steps

200 mg (purity 67%, 0.398 mmol) of 3-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-1,2,4-triazine-5,6-diamine were admixed with 4 ml of dichloromethane and cooled to 0° C. 151 mg (1.594 mmol) of methyl chloroformate dissolved in 1 ml of dichloromethane and 161 mg (1.594 mmol) of triethylamine were added and the mixture was stirred at RT for 15 min. The precipitate was filtered off with suction and dried under high vacuum. This gave 97 mg (61% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133191B2
Source datasetuspto-grants-2015_09
ORD IDord-3297eab5479e4d35b81a04a6f51304b1
Source noteuspto-grants-2015_09