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

HRID 1671101노트

반응식

HRID 1671101 반응식
Cl.O1CCOCC1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=1[S:16]([NH:19][C:20]1[C:21]([F:52])=[C:22]([C:26]2[N:27]=[C:28]([C:48]([CH3:51])([CH3:50])[CH3:49])[S:29][C:30]=2[C:31]2[CH:36]=[CH:35][N:34]=[C:33]([NH:37][CH2:38][CH2:39][NH:40]C(=O)OC(C)(C)C)[N:32]=2)[CH:23]=[CH:24][CH:25]=1)(=[O:18])=[O:17].CO>C(Cl)Cl>[NH2:40][CH2:39][CH2:38][NH:37][C:33]1[N:32]=[C:31]([C:30]2[S:29][C:28]([C:48]([CH3:51])([CH3:49])[CH3:50])=[N:27][C:26]=2[C:22]2[C:21]([F:52])=[C:20]([NH:19][S:16]([C:10]3[CH:11]=[C:12]([F:15])[CH:13]=[CH:14][C:9]=3[F:8])(=[O:17])=[O:18])[CH:25]=[CH:24][CH:23]=2)[CH:36]=[CH:35][N:34]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 312751,4-DioxaneHCID 579898721,1-Dimethylethyl [2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-2-(1,1-dimethylethyl)-1,3-thiazol-5-yl]-2-pyrimidinyl}amino)ethyl]carbamate

생성물 1

HCID 57989685N-{3-[5-{2-[(2-Aminoethyl)amino]-4-pyrimidinyl}-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide수율 117.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 4 N solution of HCl in 1,4-dioxane (1.7 ml, 7.1 mmol) was added to a stirring solution of 1,1-dimethylethyl [2-({4-[4-(3-{[(2,5-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-2-(1,1-dimethylethyl)-1,3-thiazol-5-yl]-2-pyrimidinyl}amino)ethyl]carbamate (0.31 g, 0.47 mmol) (composite batches prepared as described in the previous step) in DCM (10 ml) at rt. MeOH (1 ml) was added to aid in solubility. The reaction was allowed to stir at rt for 3 h. The volatiles were removed and the residue was dried in vacuo to afford the title compound of Step B (0.31 g, quantitative yield) as a hydrochloride salt that was used without further purification; 1H NMR (400 MHz, DMSO-d6) δ ppm 10.77 (s, 1H), 7.93-8.18 (m, 4H), 7.20-7.69 (m, 7H), 3.37-3.53 (m, 2H), 2.96 (d, J=5.1 Hz, 2H), 1.41 (s, 9H). MS (ES+): 563 [M+H]+.

후처리

  1. customprepared
  2. customat rt
  3. customThe volatiles were removed
  4. customthe residue was dried in vacuo

출처 및 근거

ORD 기록
ord-35f6f7568ac348f8948b9df29fc1596a
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994185B2

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