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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851270Generated: November 1, 2026

Sodium triacetoxyborohydride → 5-{4-[4-(6-fluoro-1H-benzimidazol-2-yl)-piperidin-1-ylmethyl]-phenyl}-6-phenyl-pyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/1851270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant5-Fluoro-2-piperidin-4-YL-1H-benzoimidazole hydrochlorideHCID 53429890—
Reactant4-(6-Phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehydeHCID 86630665—
Product5-{4-[4-(6-fluoro-1H-benzimidazol-2-yl)-piperidin-1-ylmethyl]-phenyl}-6-phenyl-pyrazolo[1,5-a]pyrimidineHCID 6875379159%

Reaction Steps

250 mg (0.84 mmol) 4-(6-phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde and 258 mg (1 mmol) 6-fluoro-2-piperidine-4-yl-1H-benzimidazole hydrochloride salt were treated as previously described. Additional NaBH(OAc)3 has been added after one, two and three hours (two equivalents each). After a further hour stirring at room temperature additional 26 mg 6-fluoro-2-piperidine-4-yl-1H-benzimidazole hydrochloride salt and two equivalents NaBH(OAc)3 were added. After stirring overnight and two further additions of NaBH(OAc)3 the solvents were evaporated. Workup and purification yields 249 mg of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957064B2
Source datasetuspto-grants-2015_02
ORD IDord-9f6ce07b32ad4e22b8207d12c5c608d0
Source noteuspto-grants-2015_02