Water → HCID 136928124, compound

HRID 64374

Reaction equation

HRID 64374 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[N:10][C:11]2[N:12]([N:14]=[C:15]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[CH:21][CH:20]=3)[C:16]=2[C:17]#[N:18])[CH:13]=1.[BH4-].[Na+].O>CO>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH2:9][NH:10][C:11]2[N:12]([N:14]=[C:15]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[CH:21][CH:20]=3)[C:16]=2[C:17]#[N:18])[CH:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 1176679896-(2-Aminophenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

Product 1

HCID 136928124HCID 136928124, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6-(2-aminophenyl)-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (320 mg, 0.79 mmol) in MeOH (20 mL) was added NaBH4 (86 mg, 2.28 mmol). The solution was stirred at it for 30 min then was poured into water (50 mL) and extracted with EA (50 mL×3). The organic combined layers were dried over Na2SO4 and concentrated to give the crude product (240 mg, 75%) as a yellow solid. MS (ESI, m/e) [M+1]+ 406.0.

Workup

  1. extractionextracted with EA (50 mL×3)
  2. dry with materialThe organic combined layers were dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f24ca0283ea3479cb4da0de0fe78f9d1
Source dataset
uspto-grants-2016_09
Patent number
US09447106B2

Linked notes

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