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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1684928Generated: October 27, 2026

Sodium triacetoxyborohydride → n-Cyclopropyl-2,4-difluoro-5-((2-phenyl-1h-pyrrolo[2,3-b]pyridin-5-yl)methylamino)benzamide

https://huagongshe.com/reaction/1684928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant5-amino-N-cyclopropyl-2,4-difluorobenzamideHCID 21966507—
Reactantn-Cyclopropyl-4-fluoro-3-{(2-phenyl-1h-pyrrolo[2,3-b]pyridin-5-yl)methylamino}benzamideHCID 59190358—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Productn-Cyclopropyl-2,4-difluoro-5-((2-phenyl-1h-pyrrolo[2,3-b]pyridin-5-yl)methylamino)benzamideHCID 2495594415.5%

Reaction Steps

To a solution of compound D of Example 1 (22 mg, 0.1 mmol), in a mixture of acetic acid and dichloromethane (1:1, 1 mL) were added 5-amino-N-cyclopropyl-2,4-difluorobenzamide (30 mg, 0.15 mmol) and NaBH(OAc)3 (30 mg, 0.2 mmol). The mixture was stirred at RT for 1 h. The reaction mixture was concentrated and the residue was purified by preparative RP HPLC. The appropriate fractions were collected and concentrated to remove methanol and saturated solution of NaHCO3 was added to precipitate out the desired product. The solid was filtered and dried in vacuo to give the title compound (6.5 mg) as a solid. LC/MS; (M+H)+=419.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148361B2
Source datasetuspto-grants-2012_04
ORD IDord-6a9ce568bfd540ca991434a3c8a65bcb
Source noteuspto-grants-2012_04