6-Chloro-n4-ethylpyrimidine-2,4-diamine → HCID 58504843, compound

HRID 2367208Notes

Reaction equation

HRID 2367208 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[N:20]=[C:19]([NH2:21])[N:18]=[C:17]([NH:22][CH2:23][CH3:24])[CH:16]=1>>[NH2:21][C:19]1[N:20]=[C:15]([C:4]2[CH:3]=[C:2]([F:1])[C:7]([CH:8]=[O:9])=[C:6]([F:10])[CH:5]=2)[CH:16]=[C:17]([NH:22][CH2:23][CH3:24])[N:18]=1

Participants

3

Reactant 2

HCID 2290506-Chloro-n4-ethylpyrimidine-2,4-diamineHCID 162177083,5-Difluoro-4-formylphenylboronic acid

Product 1

HCID 58504843HCID 58504843, compoundYield 43%

Procedure

The title compound was prepared following the General Procedure A using: (3,5-difluoro-4-formylphenyl)boronic acid (2.54 g, 13.7 mmol) and 6-chloro-N4-ethyl-2,4-pyrimidinediamine (2.36 g, 13.7 mmol). The solid was triturated with EtOAc and filtered to afford the title compound (1.63 g, 43%) as a yellow solid. LC-MS (ES) m/z=279 [M+H]+.

Workup

  1. customThe title compound was prepared
  2. customThe solid was triturated with EtOAc
  3. filtrationfiltered

Sources & evidence

ORD record
ord-20d4d59012474fadba20e7fae358f2dc
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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