Water → HCID 178487616、化合物

HRID 2202328ノート

反応式

HRID 2202328 の反応式
Cl[CH2:2][CH:3]1[CH:7]([CH3:8])[O:6][C:5](=[O:9])[O:4]1.[F:10][C:11]1[CH:12]=[C:13]([NH:22][C:23]([C@@H:25]2[N:34]([C:35]([C@@H:37]3[CH2:40][C@H:39]([C:41]([OH:43])=[O:42])[CH2:38]3)=[O:36])[CH2:33][CH2:32][C:31]3[N:30]=[C:29]([O:44][CH3:45])[CH:28]=[CH:27][C:26]2=3)=[O:24])[CH:14]=[C:15]2[C:19]=1[C:18]([CH3:21])([CH3:20])[CH2:17][CH2:16]2.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[F:10][C:11]1[CH:12]=[C:13]([NH:22][C:23]([C@@H:25]2[N:34]([C:35]([C@@H:37]3[CH2:40][C@H:39]([C:41]([O:43][CH2:2][C:3]4[O:4][C:5](=[O:9])[O:6][C:7]=4[CH3:8])=[O:42])[CH2:38]3)=[O:36])[CH2:33][CH2:32][C:31]3[N:30]=[C:29]([O:44][CH3:45])[CH:28]=[CH:27][C:26]2=3)=[O:24])[CH:14]=[C:15]2[C:19]=1[C:18]([CH3:20])([CH3:21])[CH2:17][CH2:16]2

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 135579654-Chloromethyl-5-methyl-1,3-dioxolan-2-oneHCID 178487610HCID 178487610、化合物

生成物 1

HCID 178487616HCID 178487616、化合物収率 48%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-Chloromethyl-5-methyl-1,3-dioxolan-2-one (0.026 mL, 0.24 mmol) was added to a mixture of cis-3-(((5R)-5-((7-fluoro-1,1-dimethyl-2,3-dihydro-1H-inden-5-yl)carbamoyl)-2-methoxy-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)carbonyl)cyclobutanecarboxylic acid (100 mg, 0.20 mmol) and potassium carbonate (33.5 mg, 0.24 mmol) in DMF (2.0 mL) at room temperature, and the mixture was stirred at room temperature for 5 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 20→50% ethyl acetate/hexane) to give the title compound (58.2 mg, 0.096 mmol, 47.5%) as a white amorphous solid.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (solvent gradient; 20→50% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-46ae7813d4bd473aa418f9dcf8b4ecd9
出典データセット
uspto-grants-2016_06
特許番号
US09365520B2

反応ノート

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