HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094515Generated: November 1, 2026
Sodium borohydride → HCID 23653201, compound
https://huagongshe.com/reaction/1094515
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23653200 | HCID 23653200 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 23653201 | HCID 23653201 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08133886B2 |
|---|
| Source dataset | uspto-grants-2012_03 |
|---|
| ORD ID | ord-f46b2230edb248be83168d9dc6a36c0c |
|---|
| Source note | uspto-grants-2012_03 |
|---|