Dichloromethane → Methyl 3-(4-{4-[1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate

HRID 2111005노트

반응식

HRID 2111005 반응식
ClC1C=CC=CC=1C([N:10]([C:14]1[C:15]([C:19]2[CH:24]=[CH:23][C:22]([CH2:25]Cl)=[CH:21][CH:20]=2)=[N:16][O:17][CH:18]=1)[C:11](=[O:13])[O-:12])C.[SH:27][CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31].C(N([CH2:39][CH3:40])CC)C.Cl[CH2:42][Cl:43]>>[Cl:43][C:42]1[CH:20]=[CH:19][CH:15]=[CH:14][C:18]=1[CH:39]([O:12][C:11]([NH:10][C:14]1[C:15]([C:19]2[CH:20]=[CH:21][C:22]([CH2:25][S:27][CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31])=[CH:23][CH:24]=2)=[N:16][O:17][CH:18]=1)=[O:13])[CH3:40]

참가 물질

5

반응물 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 18050Methyl 3-mercaptopropionateHCID 866074191-(2-Chlorophenyl)ethyl[3-(4-chloromethylphenyl)isoxazolyl]carbamate

생성물 1

HCID 11454331Methyl 3-(4-{4-[1-(2-chlorophenyl)ethoxycarbonylamino]-3-isoxazolyl}benzylsulfanyl)propionate수율 66%

실험 절차

1-(2-Chlorophenyl)ethyl[3-(4-chloromethylphenyl)isoxazolyl]carbamate (3.51 g, 8.97 mmol) was dissolved in dichloromethane (70 ml), methyl 3-mercaptopropionate (4.46 g, 37.11 mmol) and triethylamine (5.45 g, 53.86 mmol) were added, and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (hexane:ethyl acetate=4:1) to give the title compound (2.80 g, 66%). The 1H-NMR and MS spectrum of the compound obtained here matched with the spectrum of the compound obtained in Example 1, Step A-7.

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by silica gel chromatography (hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-8d45bb2ef7184b9c8cedb524c835feab
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517996B2

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