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 590203ノート

反応式

HRID 590203 の反応式
Cl.O1CCOCC1.CC([N:12]([CH2:16][CH2:17][NH:18][C:19]1[N:24]=[C:23]([C:25]2[S:29][C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])=[N:27][C:26]=2[C:34]2[CH:39]=[CH:38][CH:37]=[C:36]([NH:40][S:41]([C:44]3[CH:49]=[C:48]([F:50])[CH:47]=[CH:46][C:45]=3[F:51])(=[O:43])=[O:42])[C:35]=2[F:52])[CH:22]=[CH:21][N:20]=1)C(=O)[O-])(C)C.CO>C(Cl)Cl>[NH2:12][CH2:16][CH2:17][NH:18][C:19]1[N:24]=[C:23]([C:25]2[S:29][C:28]([C:30]([CH3:33])([CH3:31])[CH3:32])=[N:27][C:26]=2[C:34]2[C:35]([F:52])=[C:36]([NH:40][S:41]([C:44]3[CH:49]=[C:48]([F:50])[CH:47]=[CH:46][C:45]=3[F:51])(=[O:42])=[O:43])[CH:37]=[CH:38][CH:39]=2)[CH:22]=[CH:21][N:20]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 312751,4-DioxaneHCID 867130171,1-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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A 4N 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]+.

後処理

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

出典と根拠

ORDレコード
ord-00c01928e1d645d187abf07f5c10daf3
出典データセット
uspto-grants-2016_01
特許番号
US09233956B2

反応ノート

読み込み中…