Ammonium formate → HCID 19050034、化合物

HRID 1780221ノート

反応式

HRID 1780221 の反応式
C([O:8][C:9]1[CH:10]=[C:11]2[N:28]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:27][CH:26]([CH2:36][Cl:37])[C:12]2=[C:13]2[C:17]=1[NH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[C:14]2[C:22]([O:24][CH3:25])=[O:23])C1C=CC=CC=1.C([O-])=O.[NH4+]>O1CCCC1.[Pd]>[CH3:25][O:24][C:22]([C:14]1[C:13]2[C:17](=[C:9]([OH:8])[CH:10]=[C:11]3[N:28]([C:29]([O:31][C:32]([CH3:35])([CH3:33])[CH3:34])=[O:30])[CH2:27][CH:26]([CH2:36][Cl:37])[C:12]3=2)[NH:16][C:15]=1[C:18]([F:21])([F:20])[F:19])=[O:23]

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 19050108Benzo[1,2-b:4,3-b′]dipyrrole-1,6(3H)-dicarboxylic acid, 8-(chloromethyl)-7,8-dihydro-4-(phenylmethoxy)-2-(trifluoromethyl)-, 6-(1,1-dimethylethyl) 1-methyl ester

生成物 1

HCID 19050034HCID 19050034、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

In 2.63 ml of tetrahydrofuran, was dissolved 106.7 mg (198 μmol) of methyl 5-benzyloxy-3-t-butoxycarbonyl-1-chloromethyl-7-trifluoromethyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-8-carboxylate. Thereto, 64 mg of 10% palladium on carbon was added, and then 656.4 μl of 25% ammonium formate was added dropwise under ice cooling. The mixture was stirred for one hour, and then the reaction mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was distilled off to obtain methyl-3-t-butoxycarbonyl-1-chloromethyl-5-hydroxy-7-trifluoromethyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-8-carboxylate in a yield of 87.9 mg (99%).

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-04ba2c60962d4c158fd19f2d89d8f437
出典データセット
uspto-grants-1997_05
特許番号
US05629430

反応ノート

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