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Ammonium formate → HCID 10179648, 화합물

HRID 1279799
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HRID 1279799 반응식
C([O:8][NH:9][C:10](=[O:36])[CH2:11][C@H:12]([C:22]1[O:23][C:24]([CH3:35])=[C:25]([C:27]([NH:29][CH2:30][CH2:31][N:32]([CH3:34])[CH3:33])=[O:28])[N:26]=1)[CH2:13][CH2:14][CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH:16]1([CH2:15][CH2:14][CH2:13][C@@H:12]([C:22]2[O:23][C:24]([CH3:35])=[C:25]([C:27]([NH:29][CH2:30][CH2:31][N:32]([CH3:33])[CH3:34])=[O:28])[N:26]=2)[CH2:11][C:10]([NH:9][OH:8])=[O:36])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1
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참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 59909856HCID 59909856, 화합물

생성물 1

HCID 10179648HCID 10179648, 화합물수율 50.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

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온도
43 °C

실험 절차

A solution 2-((1R)-1 -{2-[(benzyloxy)amino]-2-oxoethyl}4-cyclohexylbutyl)-N-[2-(dimethylamino)ethyl]-5-methyl-1,3-oxazole-4-carboxamide (Preparation 98) (193 mg, 0.39 mmol) in ethanol (10 ml) was treated with ammonium formate (244 mg, 3.90 mmol) and 5% palladium on barium sulphate (100 mg) and heated at 43° C., under a nitrogen atmosphere for 2 hours. The reaction mixture was filtered and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica gel eluting with a gradient system of 98:2:0.2 (dichloromethane:methanol:ammonia) gradually changing to 90:10:1 (dichloromethane:methanol:ammonia) to afford the title compound as a white solid (80 mg).

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent removed under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel eluting with a gradient system of 98:2:0.2 (dichloromethane:methanol:ammonia)

출처 및 근거

ORD 기록
ord-65056437ad6d44a0a6c5af90f0f43167
출처 데이터셋
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06448278B2

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