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

HRID 515257노트

반응식

HRID 515257 반응식
[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

참가 물질

7

반응물 4

HCID 68972-Chloro-6-methylaniline2회HCID 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 acid2회

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-9313a04956d04866ad8bb5169078f8f7
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108954B2

반응 노트

불러오는 중…