Acetic Acid → HCID 68929051, 화합물

HRID 32117노트

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HRID 32117 반응식
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]([NH:14][C:15](=[O:39])[CH2:16][CH:17]([C:32]1[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=1)[NH:18][S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=1)(=[O:21])=[O:20])[CH2:9][CH2:8][CH2:7]2)(=O)[CH3:2].[CH2:40]([NH2:44])[CH:41]([CH3:43])[CH3:42].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].CC(O)=O>ClCCCl>[F:38][C:35]1[CH:36]=[CH:37][C:32]([CH:17]([NH:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:30])([F:29])[F:31])[CH:23]=2)(=[O:21])=[O:20])[CH2:16][C:15]([NH:14][CH:10]2[C:11]3[C:6](=[CH:5][C:4]([CH:1]([NH:44][CH2:40][CH:41]([CH3:43])[CH3:42])[CH3:2])=[CH:13][CH:12]=3)[CH2:7][CH2:8][CH2:9]2)=[O:39])=[CH:33][CH:34]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 6558IsobutylamineHCID 5049666Sodium triacetoxyborohydrideHCID 68929305N-(6-acetyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(4-fluoro-phenyl)-3-(3-trifluoromethyl-benzenesulfonylamino)-propionamide

생성물 1

HCID 68929051HCID 68929051, 화합물

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

A mixture of N-(6-acetyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(4-fluoro-phenyl)-3-(3-trifluoromethyl-benzenesulfonylamino)-propionamide (161 mg, 0.286 mmol, 1.0 eq), isobutylamine (Aldrich, 126 mg, 1.72 mmol, 6.0 eq), NaBH(OAc)3 (Aldrich, 182 mg, 0.858 mmol, 3.0 eq) and glacial HOAc (J, T. Baker, 34 mg, 0.572 mmol, 2.0 eq) in ClCH2—CH2Cl (3 mL) was stirred at RT for 5 days. The reaction was quenched with saturated NaHCO3 (60 mL). The crude was extracted with CH2Cl2 (60 mL×3). The extract phase was washed with saturated NaCl, dried over Na2SO4, filtered and concentrated. Flash column chromatography (silica gel, 0-10% MeOH—CH2Cl2) afforded the title compound as a colorless thin film. MS (ESI, pos. ion) m/z: 620 (M+1).

후처리

  1. customThe reaction was quenched with saturated NaHCO3 (60 mL)
  2. extractionThe crude was extracted with CH2Cl2 (60 mL×3)
  3. washThe extract phase was washed with saturated NaCl
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-69387cf990c9442ca892276118eff87e
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425631B2

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