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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510988Generated: November 1, 2026

Sodium borohydride → Tert-butyl (1-{5-chloro-3-[6-(hydroxymethyl)pyridin-3-yl]-2-methoxy-4-methylphenyl}ethyl)carbamate

https://huagongshe.com/reaction/510988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantTert-butyl {1-[5-chloro-3-(6-formylpyridin-3-yl)-2-methoxy-4-methylphenyl]ethyl}carbamateHCID 86666904—
SolventMethanolHCID 887—
ProductTert-butyl (1-{5-chloro-3-[6-(hydroxymethyl)pyridin-3-yl]-2-methoxy-4-methylphenyl}ethyl)carbamateHCID 86666905—

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium tetrahydroborate (2.8 mg, 0.074 mmol) was added to a mixture of tert-butyl {1-[5-chloro-3-(6-formylpyridin-3-yl)-2-methoxy-4-methylphenyl]ethyl}carbamate (20 mg, 0.05 mmol) in methanol (2 mL) at 0° C. The reaction was stirred for 1 h at 0° C. The reaction mixture was partitioned between water and EtOAc. The combined organic layers was washed with brine, dried over MgSO4, filtered and concentrated to give crude product. This crude was used for next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096600B2
Source datasetuspto-grants-2015_08
ORD IDord-6846d4c4e1d44bb7985d42b902374084
Source noteuspto-grants-2015_08