2,4-Dichloropyrimidine → 5-{[(2-Chloro-4-pyrimidinyl)amino]methyl}-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile

HRID 536155노트

반응식

HRID 536155 반응식
[NH2:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([C:19]([F:22])([F:21])[F:20])[CH:13]=2)=[C:7]([CH:10]=1)[C:8]#[N:9].[Cl:23][C:24]1[N:29]=[C:28](Cl)[CH:27]=[CH:26][N:25]=1>CN(C)C=O>[Cl:23][C:24]1[N:29]=[C:28]([NH:1][CH2:2][C:3]2[CH:4]=[CH:5][C:6]([O:11][C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([C:19]([F:22])([F:20])[F:21])[CH:13]=3)=[C:7]([CH:10]=2)[C:8]#[N:9])[CH:27]=[CH:26][N:25]=1

참가 물질

4

반응물 2

HCID 775312,4-DichloropyrimidineHCID 668255585-(aminomethyl)-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile

생성물 1

HCID 866970235-{[(2-Chloro-4-pyrimidinyl)amino]methyl}-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile수율 71.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 5-(aminomethyl)-2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile (500 mg, 1.530 mmol), 2,4-dichloropyrimidine (239 mg, 1.607 mmol) and TEA (1.280 mL, 9.18 mmol) in the N,N-dimethylformamide (5 mL) was stirred at rt overnight. Purification via Biotage-C18 system afforded the title product (480 mg) as a white solid. LC-MS (ESI): m/z 439 [M+H]+; 3.56 min (ret time).

후처리

  1. customPurification via Biotage-C18 system

출처 및 근거

ORD 기록
ord-f41d361d17b541ddb0e40b9ae3843ab7
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859573B2

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