Dimethyl Sulfate → HCID 23023934、化合物

HRID 1373854ノート

反応式

HRID 1373854 の反応式
[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

参加物

7

反応物 4

HCID 6497Dimethyl SulfateHCID 7914Diisopropyl EtherHCID 24758Sodium hydrideHCID 23023998HCID 23023998、化合物

生成物 1

HCID 23023934HCID 23023934、化合物収率 83.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-86b0a3c1493f49a986225ddefeeb7b96
出典データセット
uspto-grants-2007_01
特許番号
US07163952B2

反応ノート

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