(4-{[Benzyl({[3,5-bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate → (4-{[({[3,5-Bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate

HRID 23731노트

반응식

HRID 23731 반응식
[C:1]1([NH:7][C:8](=[O:46])[O:9][CH2:10][CH:11]2[CH2:16][CH2:15][CH:14]([CH2:17][N:18](CC3C=CC=CC=3)[S:19]([NH:22][C:23](=[O:38])[C:24]3[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:25]=3)(=[O:21])=[O:20])[CH2:13][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.C(OCC)(=O)C.[OH-].[OH-].[Pd+2]>[C:1]1([NH:7][C:8](=[O:46])[O:9][CH2:10][CH:11]2[CH2:12][CH2:13][CH:14]([CH2:17][NH:18][S:19]([NH:22][C:23](=[O:38])[C:24]3[CH:29]=[C:28]([C:30]([F:32])([F:31])[F:33])[CH:27]=[C:26]([C:34]([F:35])([F:36])[F:37])[CH:25]=3)(=[O:20])=[O:21])[CH2:15][CH2:16]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 1

HCID 22574466(4-{[Benzyl({[3,5-bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate

생성물 1

HCID 22574490(4-{[({[3,5-Bis(trifluoromethyl)benzoyl]amino}sulfonyl)amino]methyl}cyclohexyl)methyl phenylcarbamate

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 21584119Ethylacetate methanol용매

실험 절차

7 (31.5 mg, 47 mmole, 1.0 eq) was dissolved in 4/1 methanol/ethyl acetate (1.25 mL) and 15 mg of 20% palladium hydroxide on carbon (wet) was added. The vessel was evacuated and charged with hydrogen and stirred overnight. The catalyst was fitered over celite and the filtrate evaporated to give the title compound in nearly quantitative yield. 1H NMR (500 MHz, DMSO-d6): δ 12.23 (br s, 1H), 9.54 (s, 1H), 8.50 (s, 2H), 8.28 (s, 1H), 7.42 (d, 2H), 7.24 (t, 2H), 6.95 (t, 1H), 3.84 (d, 2H), 2.70 (br s, 2H), 1.54-1.38 (m, 2H), 0.88 (m, 4H).

후처리

  1. additionwas added
  2. customThe vessel was evacuated
  3. additioncharged with hydrogen
  4. customthe filtrate evaporated

출처 및 근거

ORD 기록
ord-ccb3f757053e4e919cb68765113bad58
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852738B2

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