Water → [4-(4-[1,2,3]Triazol-1-yl-but-1-enyl)-phenyl]-{2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazol-4-ylmethyl}-amine

HRID 1271441노트

반응식

HRID 1271441 반응식
C(OC(=O)[N:7]([C:28]1[CH:33]=[CH:32][C:31]([CH:34]=[CH:35][CH2:36][CH2:37][N:38]2[CH:42]=[CH:41][N:40]=[N:39]2)=[CH:30][CH:29]=1)[CH2:8][C:9]1[N:10]=[C:11]([CH:14]=[CH:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([C:24]([F:27])([F:26])[F:25])=[O:23])=[CH:18][CH:17]=2)[O:12][CH:13]=1)(C)(C)C.O.C(=O)([O-])[O-].[Na+].[Na+]>FC(F)(F)C(O)=O.ClCCl>[N:38]1([CH2:37][CH2:36][CH:35]=[CH:34][C:31]2[CH:32]=[CH:33][C:28]([NH:7][CH2:8][C:9]3[N:10]=[C:11]([CH:14]=[CH:15][C:16]4[CH:17]=[CH:18][C:19]([S:22]([C:24]([F:26])([F:27])[F:25])=[O:23])=[CH:20][CH:21]=4)[O:12][CH:13]=3)=[CH:29][CH:30]=2)[CH:42]=[CH:41][N:40]=[N:39]1

참가 물질

5

반응물 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 69489717[4-(4-[1,2,3]Triazol-1-yl-but-1-enyl)-phenyl]-{2-[2-(4-trifluoromethane-sulfinyl-phenyl)-vinyl]-oxazol-4-ylmethyl}-carbamic acid tert-butyl ester

생성물 1

HCID 69486847[4-(4-[1,2,3]Triazol-1-yl-but-1-enyl)-phenyl]-{2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazol-4-ylmethyl}-amine수율 10%

시약·촉매·용매 1

HCID 21863450Trifluoroacetic acid methylene chloride용매

실험 절차

The crude carbamic ester was stirred in a mixture of trifluoroacetic acid/dichloro methane (1:1, 28 ml) for 2 h. Water (50 ml) was added and the solution was neutralized by careful addition of sodium carbonate. The organic layer is separated, washed with water and concentrated. Purification was achieved by flash column chromatography (ethyl acetate/heptane 4:1) and washing with methanol yielding [4-(4-[1,2,3]triazol-1-yl-but-1-enyl)-phenyl]-{2-[2-(4-trifluoromethanesulfinyl-phenyl)-vinyl]-oxazol-4-ylmethyl}-amine 38 (25 mg, 10%) as a yellow solid.

후처리

  1. customThe organic layer is separated
  2. washwashed with water
  3. concentrationconcentrated
  4. customPurification
  5. washwashing with methanol

출처 및 근거

ORD 기록
ord-54ace5c1c5844ed39b7f30f2be6d123a
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07205326B2

반응 노트

불러오는 중…