Acetonitrile → 2-[(3S)-3-Aminopyrrolidin-1-yl]-6-chloro-N-[(1-hydroxycycloheptyl)methyl]-quinoline-5-carboxamide

HRID 424770노트

반응식

HRID 424770 반응식
[NH2:1][C@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.C(#N)C.Cl[C:11]1[CH:20]=[CH:19][C:18]2[C:17]([C:21]([NH:23][CH2:24][C:25]3([OH:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[O:22])=[C:16]([Cl:33])[CH:15]=[CH:14][C:13]=2[N:12]=1.C(=O)([O-])[O-].[K+].[K+]>O>[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:11]2[CH:20]=[CH:19][C:18]3[C:17]([C:21]([NH:23][CH2:24][C:25]4([OH:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]4)=[O:22])=[C:16]([Cl:33])[CH:15]=[CH:14][C:13]=3[N:12]=2)[CH2:3]1

참가 물질

6

반응물 4

HCID 6342Acetonitrile2회HCID 11430Potassium CarbonateHCID 1519351(3S)-(-)-3-AminopyrrolidineHCID 577339892,6-Dichloro-N-((1-hydroxycycloheptyl)methyl)quinoline-5-carboxamide

생성물 1

HCID 577339902-[(3S)-3-Aminopyrrolidin-1-yl]-6-chloro-N-[(1-hydroxycycloheptyl)methyl]-quinoline-5-carboxamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

(S)-3 aminopyrrolidine (96 ml) and acetonitrile (300 ml) were charged to a vessel containing 2,6-Dichloro-N-((1-hydroxycycloheptyl)methyl)quinoline-5-carboxamide (300.0 g), potassium carbonate (249.0 g) and acetonitrile (2400 ml). The reaction mixture was heated under refux for 20 hours. Water (6900 ml) was charged at 20° C. to 25° C. The mixture was stirred for 95 minutes and filtered. The filter cake was washed with water (1200 ml) and acetonitrile (1200 ml). The filter cake was dried at 40° C. for 48 hours to provide the title compound as a yellow solid (283 g).

후처리

  1. temperatureThe reaction mixture was heated under refux for 20 hours
  2. filtrationfiltered
  3. washThe filter cake was washed with water (1200 ml) and acetonitrile (1200 ml)
  4. customThe filter cake was dried at 40° C. for 48 hours

출처 및 근거

ORD 기록
ord-ba6ba7f8c9c04223871c75dc40294536
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106073B2

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