Ammonium formate → HCID 19050034, 화합물

HRID 1780221노트

반응식

HRID 1780221 반응식
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]

참가 물질

5

반응물 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

생성물 1

HCID 19050034HCID 19050034, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-04ba2c60962d4c158fd19f2d89d8f437
출처 데이터셋
uspto-grants-1997_05
특허 번호
US05629430

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