5-Chloro-N2-(2-fluoro-5-methyl-4-(1-methylpiperidin-4-yl)phenyl)-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine → 5-chloro-N2-(2-fluoro-5-methyl-4-(piperidin-4-yl)phenyl)-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

HRID 536353ノート

反応式

HRID 536353 の反応式
[Cl:1][C:2]1[C:3]([NH:24][C:25]2[CH:29]=[C:28]([CH3:30])[NH:27][N:26]=2)=[N:4][C:5]([NH:8][C:9]2[CH:14]=[C:13]([CH3:15])[C:12]([CH:16]3[CH2:21][CH2:20][N:19](C)[CH2:18][CH2:17]3)=[CH:11][C:10]=2[F:23])=[N:6][CH:7]=1.NC1C(F)=CC(C2CCN(C(OC(C)(C)C)=O)CC2)=C(C)C=1>CC(O)C.Cl>[Cl:1][C:2]1[C:3]([NH:24][C:25]2[CH:29]=[C:28]([CH3:30])[NH:27][N:26]=2)=[N:4][C:5]([NH:8][C:9]2[CH:14]=[C:13]([CH3:15])[C:12]([CH:16]3[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]3)=[CH:11][C:10]=2[F:23])=[N:6][CH:7]=1

参加物

5

反応物 2

HCID 446126145-Chloro-N2-(2-fluoro-5-methyl-4-(1-methylpiperidin-4-yl)phenyl)-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine2 回HCID 58255168Tert-butyl 4-(4-amino-5-fluoro-2-methylphenyl)piperidine-1-carboxylate2 回

生成物 1

HCID 446126165-chloro-N2-(2-fluoro-5-methyl-4-(piperidin-4-yl)phenyl)-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 3776Isopropanol溶媒

反応条件

温度
130 °C

実験手順

A mixture of 2,5-dichloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine (Intermediate 1, 132 mg, 0.54 mmol) and tert-butyl 4-(4-amino-5-fluoro-2-methylphenyl)piperidine-1-carboxylate (Intermediate 19, 166 mg, 0.54 mmol) in 2-propanol (15 mL) was treated with conc. aqueous HCl (14 drops). The mixture was sealed and heated in a microwave at 130° C. for 60 min. The mixture was concentrated to afford 5-chloro-N2-(2-fluoro-5-methyl-4-(piperidin-4-yl)phenyl)-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine as yellow solid. A portion of the crude product was purified with preparative RP-HPLC to afford 5-chloro-N2-(2-fluoro-5-methyl-4-(piperidin-4-yl)phenyl)-N4-(5-methyl-1H-pyrazol-3-yl)pyrimidine-2,4-diamine as a white solid; ESMS m/z 416.1 (M+H+).

後処理

  1. customThe mixture was sealed
  2. concentrationThe mixture was concentrated

出典と根拠

ORDレコード
ord-c73133fa6dfc47d1a045a68585e9c8de
出典データセット
uspto-grants-2014_10
特許番号
US08859574B2

反応ノート

読み込み中…