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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916762Generated: October 30, 2026

Acetic Acid → HCID 67219251, compound

https://huagongshe.com/reaction/916762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2,5-DifluorobenzaldehydeHCID 137663—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-phenyl)methanoneHCID 11859044—
SolventMethanolHCID 887—
ProductHCID 67219251HCID 6721925158%

Reaction Steps

2,5-difluorobenzaldehyde (88.1 mg, 0.62 mmol) was added to a solution of (4-Amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-(3-amino-phenyl)-methanone (100 mg, 0.31 mmol) and AcOH (18.6 mg, 0.31 mmol) in MeOH (10 mL). After 5 min NaCNBH3 was added. After 3 h the reaction was quenched with 1N NaOH. The aqueous layer was extracted with EtOAc (2×). The combined organic layers were washed with water, dried over MgSO4, and concentrated. Purification by flash column chromatography (CH2Cl2/MeOH 98:2) afforded the title compound as a white solid (80 mg, 58%). MS: 448.1 (MH+); HPLC Rf: 6.59 min. (HPLC method 4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271262B2
Source datasetuspto-grants-2007_09
ORD IDord-5d2dd7574ebc4aaa8f7a5cd5312f665f
Source noteuspto-grants-2007_09