2-Amino-4-chloropyrimidine → HCID 58504552, compound

HRID 2367199Notes

Reaction equation

HRID 2367199 reaction equation
[F:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[C:6]([F:10])[C:7]=1[CH:8]=[O:9].Cl[C:15]1[CH:20]=[CH:19][N:18]=[C:17]([NH2:21])[N:16]=1>>[NH2:21][C:17]1[N:18]=[C:19]([C:4]2[CH:3]=[C:2]([F:1])[C:7]([CH:8]=[O:9])=[C:6]([F:10])[CH:5]=2)[CH:20]=[CH:15][N:16]=1

Participants

3

Reactant 2

HCID 2233322-Amino-4-chloropyrimidineHCID 162177083,5-Difluoro-4-formylphenylboronic acid

Product 1

HCID 58504552HCID 58504552, compoundYield 91.3%

Procedure

The title compound was prepared following the General Procedure A using: (3,5-difluoro-4-formylphenyl)boronic acid (4.93 g, 26.5 mmol) and 4-chloro-2-pyrimidinamine (3.44 g, 26.5 mmol). Flash chromatography on SiO2 (gradient: 100% CHCl3 to 10% THF/90% CHCl3) afforded the title compound (5.69 g, 75%) as an off-white solid. LC-MS (ES) m/z=236 [M+H]+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-f9461ab8fb8044178dabbe0eb8e80936
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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