2-Chloro-6-methylaniline → 2-(6-bromo-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-formamide

HRID 515257ノート

反応式

HRID 515257 の反応式
[Br:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]2[S:11][C:12]([C:15]([OH:17])=O)=[CH:13][N:14]=2)[CH:3]=1.[Cl:18][C:19]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:20]=1[NH2:21].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>O.CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]2[S:11][C:12]([C:15]([NH:21][C:20]3[C:22]([CH3:26])=[CH:23][CH:24]=[CH:25][C:19]=3[Cl:18])=[O:17])=[CH:13][N:14]=2)[CH:3]=1

参加物

7

反応物 4

HCID 68972-Chloro-6-methylaniline2 回HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 498218842-(6-Bromo-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid2 回

生成物 1

HCID 866764302-(6-bromo-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-formamide収率 71.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

2-(6-bromo-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid (Compound 12) (31.5 g, 0.1 mol), DMF (630 mL) and 2-chloro-6-methylaniline (Compound 8) (17.0 g, 0.12 mol) were mixed in a reaction flask, and then HATU (45.6 g, 0.2 mol) and triethylamine (25.3 g, 0.25 mol) was added when controlling the temperature at 20° C. Then the mixture reacted by stirring at room temperature overnight. After that water (3150 mL) was added and stirred for 30 min and then filtrated. The cake was dried to give target Compound 14 (31.2 g, yield: 71.1%).

後処理

  1. customat 20° C
  2. customThen the mixture reacted
  3. stirringstirred for 30 min
  4. filtrationfiltrated
  5. customThe cake was dried

出典と根拠

ORDレコード
ord-9313a04956d04866ad8bb5169078f8f7
出典データセット
uspto-grants-2015_08
特許番号
US09108954B2

反応ノート

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