Pyrazole, 4-amino-3,5-dimethyl- → 5-{[2,4-dichloro-5-(pyridin-2-yl)benzoyl]amino}-N-(3,5-dimethyl-1H-pyrazol-4-yl)-1-phenyl-1H-pyrazole-3-carboxamide

HRID 522120

反応式

HRID 522120 の反応式
[Cl:1][C:2]1[CH:24]=[C:23]([Cl:25])[C:22]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)=[CH:21][C:3]=1[C:4]([NH:6][C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:10]=[C:9]([C:18]([OH:20])=O)[CH:8]=1)=[O:5].[CH3:32][C:33]1[C:37]([NH2:38])=[C:36]([CH3:39])[NH:35][N:34]=1.CCN(C(C)C)C(C)C.F[P-](F)(F)(F)(F)F.CN(C(N(C)C)=[N+]1C2C(=NC=CC=2)[N+]([O-])=N1)C>CN(C=O)C>[Cl:1][C:2]1[CH:24]=[C:23]([Cl:25])[C:22]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)=[CH:21][C:3]=1[C:4]([NH:6][C:7]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:10]=[C:9]([C:18]([NH:38][C:37]2[C:33]([CH3:32])=[N:34][NH:35][C:36]=2[CH3:39])=[O:20])[CH:8]=1)=[O:5]

参加物

6

反応物 4

HCID 78931Pyrazole, 4-amino-3,5-dimethyl-HCID 81531DiisopropylethylamineHCID 1184970355-(2,4-dichloro-5-(pyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acidHCID 178484293HCID 178484293、化合物

生成物 1

HCID 1184971255-{[2,4-dichloro-5-(pyridin-2-yl)benzoyl]amino}-N-(3,5-dimethyl-1H-pyrazol-4-yl)-1-phenyl-1H-pyrazole-3-carboxamide収率 49.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5-(2,4-dichloro-5-(pyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid (Example 111, 110 mg, 0.24 mmol), 3,5-dimethyl-1H-pyrazol-4-amine (30 mg, 0.27 mmol) and DIPEA (0.17 mL, 0.97 mmol) in DMF (1.5 mL) was added 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (101 mg, 0.26 mmol) and the reaction was stirred for 2 hours at room temperature. The reaction was concentrated in vacuo and the residue purified using Preparative HPLC to afford the title compound (65 mg, 49%).

後処理

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe residue purified

出典と根拠

ORDレコード
ord-f765d43d60414545b93aa72d2a169944
出典データセット
uspto-grants-2016_05
特許番号
US09328096B2

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