Sodium Carbonate → N-(3-Chloroimidazo[1,2-a]pyridin-2-yl)-N-(4-fluoro-3-trifluoromethylbenzyl)-6-morpholin-4-yl-pyridine-3-sulfonamide

HRID 1916863ノート

反応式

HRID 1916863 の反応式
[Cl:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[NH:11][S:12]([C:15]1[CH:16]=[N:17][C:18]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[CH:19][CH:20]=1)(=[O:14])=[O:13].C([O-])([O-])=O.[Na+].[Na+].[F:33][C:34]1[CH:41]=[CH:40][C:37]([CH2:38]Br)=[CH:36][C:35]=1[C:42]([F:45])([F:44])[F:43]>CN(C=O)C.C(OCC)(=O)C>[Cl:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[N:11]([CH2:38][C:37]1[CH:40]=[CH:41][C:34]([F:33])=[C:35]([C:42]([F:45])([F:43])[F:44])[CH:36]=1)[S:12]([C:15]1[CH:16]=[N:17][C:18]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[CH:19][CH:20]=1)(=[O:14])=[O:13]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 27375774-Fluoro-3-(trifluoromethyl)benzyl bromideHCID 67953931N-(3-Chloroimidazo[1,2-a]pyridin-2-yl)-6-morpholin-4-yl-pyridine-3-sulfonamide

生成物 1

HCID 67954012N-(3-Chloroimidazo[1,2-a]pyridin-2-yl)-N-(4-fluoro-3-trifluoromethylbenzyl)-6-morpholin-4-yl-pyridine-3-sulfonamide収率 29%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of compound 11-E (0.030 g, 0.049 mmol) in DMF (1 mL) was added Na2CO3 (0.015 g, 0.15 mmol) and 4-fluoro-3-trifluoromethylbenzyl bromide (0.014 g, 0.053 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate, washed with water, and dried over sodium sulfate. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography, eluting with a hexanes-EtOAc gradient to give Compound 90 as a yellow solid (0.008 g, 29%); MS m/z (M+H+) 570.

後処理

  1. washwashed with water
  2. dry with materialdried over sodium sulfate
  3. customThe solvent was evaporated in vacuo
  4. customthe residue was purified by flash column chromatography
  5. washeluting with a hexanes-EtOAc gradient

出典と根拠

ORDレコード
ord-15d8f54a509f49eab7be9eb6786d29e6
出典データセット
uspto-grants-2013_12
特許番号
US08618150B2

反応ノート

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