2-Aminothiazole → 1,1-Dicyclohexyl-3-thiazol-2-yl-urea

HRID 2384129노트

반응식

HRID 2384129 반응식
[CH:1]1[N:5]=[C:4]([NH2:6])[S:3][CH:2]=1.[C:7](N1C=CN=C1)(N1C=CN=C1)=[O:8].[CH:19]1([NH:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>ClCCl.C(OCC)(=O)C>[CH:26]1([N:25]([CH:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[C:7]([NH:6][C:4]2[S:3][CH:2]=[CH:1][N:5]=2)=[O:8])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1

참가 물질

6

반응물 3

HCID 21552-AminothiazoleHCID 7582DicyclohexylamineHCID 682631,1'-Carbonyldiimidazole

생성물 1

HCID 111742841,1-Dicyclohexyl-3-thiazol-2-yl-urea

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of aminothiazole (50 mg, 0.5 mmol) in dichloromethane was added carbonyldiimidazole (81 mg, 0.5 mmol) and the solution stirred 2 h at room temperature. Dicyclohexylamine (1 eq) was then added and the reaction stirred overnight at room temperature. The reaction mixture is then diluted with ethyl acetate (8 mL), washed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL), dried over magnesium sulphate, concentrated in vacuo, and the residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min) to give the title product (52 mg).

후처리

  1. stirringthe reaction stirred overnight at room temperature
  2. washwashed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL)
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated in vacuo
  5. customthe residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min)

출처 및 근거

ORD 기록
ord-acbbe392b1d0489591f06f537dd8fdbe
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263634B2

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