Water → HCID 68451363, 화합물

HRID 511866

반응식

HRID 511866 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C@H:8]2[CH2:10][C@@H:9]2[C:11]([NH:13][C@@H:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([F:27])([F:26])[F:25])=[CH:18][N:17]=2)[CH3:15])=[O:12])[CH:5]=[CH:6][CH:7]=1.Cl[CH2:29][C:30]1([CH3:34])[CH2:33][O:32][CH2:31]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[CH3:29][C:30]1([CH2:34][O:1][C:2]2[CH:3]=[C:4]([C@H:8]3[CH2:10][C@@H:9]3[C:11]([NH:13][C@@H:14]([C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]([F:27])([F:25])[F:26])=[CH:18][N:17]=3)[CH3:15])=[O:12])[CH:5]=[CH:6][CH:7]=2)[CH2:33][O:32][CH2:31]1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 791123-(Chloromethyl)-3-methyloxetaneHCID 68452925HCID 68452925, 화합물

생성물 1

HCID 68451363HCID 68451363, 화합물수율 49.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

A mixture of (1S*,2S*)-2-(3-hydroxyphenyl)-N-((R)-1-(5-(2,2,2-trifluoroethoxy)pyridin-2-yl)ethyl)cyclopropanecarboxamide (15 mg, 0.039 mmol), 3-(Chloromethyl)-3-methyloxetane (24 mg, 0.197 mmol) and potassium carbonate (27 mg, 0.197 mmol) in DMF (2 mL) was heated at 70° C. with stirring for 15 hours. The mixture was poured into water, and the aqueous layer was extracted with ethyl acetate, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by preparative LC-MS to give 8.9 mg (49% yield) of the title compound.

후처리

  1. extractionthe aqueous layer was extracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by preparative LC-MS

출처 및 근거

ORD 기록
ord-00f3c2c4fd11444fb0c9af51e0fb26e6
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09101616B2

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