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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120699Generated: October 26, 2026

Methanol → 7-(2,3-Dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-1-(2-methyl-pyrimidin-5-yl)-hept-1-en-3-ol

https://huagongshe.com/reaction/2120699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
Reactant7-(2,3-Dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-1-(2-methyl-pyrimidin-5-yl)-hept-1-en-3-oneHCID 69666800—
SolventTetrahydrofuranHCID 8028—
Product7-(2,3-Dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-1-(2-methyl-pyrimidin-5-yl)-hept-1-en-3-olHCID 6966637196.2%

Reaction Steps

A solution of the enone 23-8 (0.400 g, 1.24 mmol) in THF:MeOH (5 mL each) was treated with NaBH4 (0.047 g, 1.24 mmol). The reaction was quenched with acetone (2 mL), concentrated in vacuo, partitioned between water (5 mL) and chloroform (5 mL), and extracted with chloroform (4×10 mL). The organics were combined, dried (Na2SO4), and concentrated in vacuo to afford 0.387 g (96% yield) of 23-9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693101B2
Source datasetuspto-grants-2004_02
ORD IDord-a3ba619b6a174075ac0dacce3678378c
Source noteuspto-grants-2004_02