Hydrochloric Acid → N-{3-[5-(2-Chloro-4-pyrimidinyl)-2-(1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

HRID 590207노트

반응식

HRID 590207 반응식
Cl.O1CCOCC1.[Cl:8][C:9]1[N:14]=[C:13]([C:15]2[S:19][C:18]([N:20]3[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]3)=[N:17][C:16]=2[C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([NH:39][S:40]([C:43]3[CH:48]=[C:47]([F:49])[CH:46]=[CH:45][C:44]=3[F:50])(=[O:42])=[O:41])[C:34]=2[F:51])[CH:12]=[CH:11][N:10]=1>C(Cl)Cl.CO>[Cl:8][C:9]1[N:14]=[C:13]([C:15]2[S:19][C:18]([N:20]3[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]3)=[N:17][C:16]=2[C:33]2[C:34]([F:51])=[C:35]([NH:39][S:40]([C:43]3[CH:48]=[C:47]([F:49])[CH:46]=[CH:45][C:44]=3[F:50])(=[O:42])=[O:41])[CH:36]=[CH:37][CH:38]=2)[CH:12]=[CH:11][N:10]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 579899561,1-Dimethylethyl 4-[5-(2-chloro-4-pyrimidinyl)-4-(3-{[(2,5-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-1,3-thiazol-2-yl]-1-piperazinecarboxylate

생성물 1

HCID 57989746N-{3-[5-(2-Chloro-4-pyrimidinyl)-2-(1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide수율 130.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

A 4N solution of HCl in 1,4-dioxane (1.1 ml, 4.3 mmol) was added to a stirring solution of 1,1-dimethylethyl 4-[5-(2-chloro-4-pyrimidinyl)-4-(3-{[(2,5-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-1,3-thiazol-2-yl]-1-piperazinecarboxylate (0.36 g, 0.54 mmol) in DCM (8 mL) and MeOH (1 mL) at rt. The reaction was allowed to stir overnight. LCMS analysis indicated complete consumption of the starting material. The volatiles were removed in vaccuo to afford the HCl salt of the desired product of Step C (0.40 g, 100% yield) which was carried forward without further purification. MS (ES+): 568 [M+H]+.

후처리

  1. customconsumption of the starting material
  2. customThe volatiles were removed in vaccuo

출처 및 근거

ORD 기록
ord-5b99c3adec1349db95799bd08efdf5b6
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09233956B2

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