Water → HCID 57377894, 화합물

HRID 72545노트

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HRID 72545 반응식
[CH2:1]([CH:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13]1[N:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:14]=1[C:15]([NH:17][C:18]1([C:21]2[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][CH:22]=2)[CH2:20][CH2:19]1)=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>O1CCOCC1>[CH2:1]([CH:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13]1[N:34]=[CH:33][C:32]([Cl:35])=[CH:31][C:14]=1[C:15]([NH:17][C:18]1([C:21]2[CH:30]=[CH:29][C:24]([C:25]([OH:27])=[O:26])=[CH:23][CH:22]=2)[CH2:20][CH2:19]1)=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 962WaterHCID 67958026Methyl 4-(1-(2-(2-benzylpyrrolidin-1-yl)-5-chloronicotinamido)cyclopropyl)benzoate

생성물 1

HCID 57377894HCID 57377894, 화합물수율 80.9%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
150 °C

실험 절차

To a solution of methyl 4-(1-(2-(2-benzylpyrrolidin-1-yl)-5-chloronicotinamido)cyclopropyl)benzoate (D144) (60 mg, 0.122 mmol) in 1,4-dioxane (3 ml) and water (1 ml) lithium hydroxide monohydrate (7.7 mg, 0.18 mmol) was added and the resulting mixture was stirred at 150° C. under microwave irradiation for 10 min (2 cycles of 5 min each). Solvents were evaporated in vacuo, and the residue was diluted with water (5 ml) and 1M HCl (15 ml) and extracted with ethylacetate (3×20 ml). Collected organics, after solvent evaporation, afforded the title compound (E7) (racemic mixture) (47 mg).

후처리

  1. customSolvents were evaporated in vacuo
  2. additionthe residue was diluted with water (5 ml) and 1M HCl (15 ml)
  3. extractionextracted with ethylacetate (3×20 ml)
  4. customCollected organics, after solvent evaporation

출처 및 근거

ORD 기록
ord-adc2f430413e428db5d9cea33e87cffc
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828987B2

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