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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628370Generated: October 29, 2026

Acetyl chloride → US9777003, Example 106

https://huagongshe.com/reaction/628370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
ReactantUS10442803, Example 157HCID 118159592—
SolventDichloromethaneHCID 6344—
ProductUS9777003, Example 106HCID 11815948861.7%

Reaction Steps

Acetyl chloride (1.1 μL, 0.016 mmol, Aldrich) in DCM (0.35 mL) was added to (3-{3-[6-(3-chlorobenzyl)-1-methyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridin-7-yl]-1H-pyrazol-1-yl}azetidin-3-yl)acetonitrile (6.0 mg, 0.013 mmol, from Step 1). Triethylamine (3.7 μL, 0.026 mmol) was then added and the reaction was stirred for 10 minutes. Purification via preparative HPLC-MS (C18 eluting with a gradient of MeCN/H2O containing 0.15% NH4OH) afforded product (4.0 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309246B2
Source datasetuspto-grants-2016_04
ORD IDord-164a12c1c7b04115bc4b70e917c81c86
Source noteuspto-grants-2016_04