Dimethyl Sulfate → HCID 23023934, 화합물

HRID 1373854노트

반응식

HRID 1373854 반응식
[CH:1]1([C:7]2[CH:37]=[CH:36][C:10]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[N:20]=[C:21]([NH:24][CH2:25][C:26]5[CH:35]=[CH:34][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:28][CH:27]=5)[S:22][CH:23]=4)=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(OC)(O[CH3:42])(=O)=O.[H-].[Na+].C(OC(C)C)(C)C>CN(C)C=O.O>[CH:1]1([C:7]2[CH:37]=[CH:36][C:10]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][C:16]([C:19]4[N:20]=[C:21]([N:24]([CH2:25][C:26]5[CH:27]=[CH:28][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:34][CH:35]=5)[CH3:42])[S:22][CH:23]=4)=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

7

반응물 4

HCID 6497Dimethyl SulfateHCID 7914Diisopropyl EtherHCID 24758Sodium hydrideHCID 23023998HCID 23023998, 화합물

생성물 1

HCID 23023934HCID 23023934, 화합물수율 83.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

Under an argon atmosphere, a suspension of methyl 4-(4-(4-(4-cyclohexylbenzyloxy)phenyl)-2-thiazolylaminomethyl)benzoate (65.0 g, 0.127 mol) obtained in Example 2(3) in N,N-dimethylformamide (130 ml) and dimethyl sulfate (15.0 ml, 0.159 mol) were successively added dropwise to a suspension of sodium hydride (content 60%, 6.09 g, 0.152 mol) in N,N-dimethylformamide (130 ml) at 10° C. or below and the mixture was stirred at room temperature for 1 hr. Diisopropyl ether (195 ml) and water (130 ml) were successively added dropwise at 10° C. or below, and the mixture was stirred at room temperature for 30 min. The precipitated crystals were collected by filtration, washed successively with diisopropyl ether (195 ml) and water (130 ml) and dried to give the title compound (56.0 g, 83.7%).

후처리

  1. stirringthe mixture was stirred at room temperature for 30 min
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed successively with diisopropyl ether (195 ml) and water (130 ml)
  4. customdried

출처 및 근거

ORD 기록
ord-86b0a3c1493f49a986225ddefeeb7b96
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07163952B2

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