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Cyclopentylamine → N-(5-Chloro-2,4-dimethoxy-phenyl)-2-(3-cyclopentylcarbamoylmethyl-2-oxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamide

HRID 472742
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HRID 472742 반응식
[Cl:1][C:2]1[C:3]([O:29][CH3:30])=[CH:4][C:5]([O:27][CH3:28])=[C:6]([NH:8][C:9]([CH2:11][N:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15][N:14]([CH2:22][C:23](O)=[O:24])[C:13]2=[O:26])=[O:10])[CH:7]=1.CN(C(ON1N=N[C:41]2[CH:42]=[CH:43][CH:44]=[N:45][C:40]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1(N)CCCC1>CS(C)=O>[Cl:1][C:2]1[C:3]([O:29][CH3:30])=[CH:4][C:5]([O:27][CH3:28])=[C:6]([NH:8][C:9](=[O:10])[CH2:11][N:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15][N:14]([CH2:22][C:23](=[O:24])[NH:45][CH:40]3[CH2:41][CH2:42][CH2:43][CH2:44]3)[C:13]2=[O:26])[CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2906CyclopentylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59317691{1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2-oxo-1,4-dihydro-2H-quinazolin-3-yl}-acetic acid

생성물 1

HCID 59317677N-(5-Chloro-2,4-dimethoxy-phenyl)-2-(3-cyclopentylcarbamoylmethyl-2-oxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamide

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

A solution of {1-[(5-chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2-oxo-1,4-dihydro-2H-quinazolin-3-yl}-acetic acid (Example 5-1) (20 mg, 0.046 mmol) in DMSO (1 ml) is treated with a solution of HATU (19.3 mg, 0.05 mmol) in DMSO (2 ml). The reaction mixture is then treated with cyclopentylamine (4.12 mg, 0.048 mmol) and the reaction left to stand at RT overnight. The reactions are analysed by HPLC/LCMS and concentrated in vacuo. The residue is taken up in DCM and washed with 1M HCl The organic phase is washed with saturated NaHCO3 and concentrated in vacuo to give the title compound; [M+H]+ 501

후처리

  1. waitthe reaction left
  2. concentrationconcentrated in vacuo
  3. washwashed with 1M HCl The organic phase
  4. washis washed with saturated NaHCO3
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d08f9af85b174625986c9bd38fc82c06
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633211B2

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