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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094515Generated: November 1, 2026

Sodium borohydride → HCID 23653201, compound

https://huagongshe.com/reaction/1094515

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 23653200HCID 23653200—
Solventtert-ButanolHCID 6386—
ProductHCID 23653201HCID 23653201—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension of 523 mg (1.048 mMol) 4-[5-(4-fluoro-3-trifluoromethyl-phenylcarbamoyl)-naphthalen-2-yloxy]-pyrimidine-2-carboxylic acid ethyl ester in 13.8 ml tert-butanol, 119 mg (3.14 mMol) NaBH4 are added. This mixture is stirred for 2 h at 70° C. and then concentrated in vacuo. The residue is diluted with water and EtOAc, the aq. phase separated off and extracted twice with EtOAc. The organic layers are washed with brine, dried (Na2SO4) and concentrated. Chromatography [Combi Flash; CH2Cl2/(CH2Cl2/tertBuOH 1:1) 99:1→83:17] and trituration from DIPE gives the title compound: Anal. (+0.3H2O+0.4 DIPE): C, H, N, F; MS: [M+1]+=458; TLC (CH2Cl2/acetone 9:1): Rf=0.44.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133886B2
Source datasetuspto-grants-2012_03
ORD IDord-f46b2230edb248be83168d9dc6a36c0c
Source noteuspto-grants-2012_03