Methanol → HCID 59852584, 화합물

HRID 2373857노트

반응식

HRID 2373857 반응식
CSC.[Cl:4][C:5]1[CH:6]=[C:7]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C@@H:19]([NH:23][C:24]([C:26]3[CH:27]=[C:28]([C:34]4[CH:39]=[CH:38][C:37]([C:40]([F:43])([F:42])[F:41])=[CH:36][CH:35]=4)[CH:29]=[CH:30][C:31]=3[O:32]C)=[O:25])[CH2:20][O:21][CH3:22])=[CH:14][CH:13]=2)[CH:8]=[CH:9][C:10]=1[F:11].CO>C(Cl)Cl>[Cl:4][C:5]1[CH:6]=[C:7]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C@@H:19]([NH:23][C:24]([C:26]3[CH:27]=[C:28]([C:34]4[CH:35]=[CH:36][C:37]([C:40]([F:43])([F:41])[F:42])=[CH:38][CH:39]=4)[CH:29]=[CH:30][C:31]=3[OH:32])=[O:25])[CH2:20][O:21][CH3:22])=[CH:14][CH:13]=2)[CH:8]=[CH:9][C:10]=1[F:11]

참가 물질

5

반응물 3

HCID 887MethanolHCID 1068Dimethyl SulfideHCID 57717668HCID 57717668, 화합물

생성물 1

HCID 59852584HCID 59852584, 화합물수율 62.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

DMS (13 mg, 0.04 mmol) was added to a solution of 4-Methoxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-(3′-chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-methoxymethyl-ethyl]-amide (24 mg, 0.04 mmol) in 3 mL of anhydrous CH2Cl2, at −78° C. and slowly allowed to come to room temperature and stirred for 2 h. After completion of the reaction, reaction was cooled to −78° C. and 0.5 mL of MeOH was added, solvent was removed under vacuum and the residue was taken in ethyl acetate (4 mL) and washed with aq NaHCO3 solution, water, brine and dried over Na2SO4. Solvent was removed under vacuum and silica gel column chromatography (Ethyl acetate: Hexanes) gave pure 4-Hydroxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-(3′-chloro-4′-fluoro-biphenyl-4-yl)-1-(R)-methoxymethyl-ethyl]-amide (14 mg).

후처리

  1. customto come to room temperature
  2. customAfter completion of the reaction, reaction
  3. customsolvent was removed under vacuum
  4. washwashed with aq NaHCO3 solution, water, brine
  5. dry with materialdried over Na2SO4
  6. customSolvent was removed under vacuum and silica gel column chromatography (Ethyl acetate: Hexanes)

출처 및 근거

ORD 기록
ord-f75d625773e145a4ab1fbabef51aa422
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07459472B2

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