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Pyridine → 6-(morpholin-4-yl)-2-{2-oxo-2-[4-(1-propylpiperidin-3-yl)-2,3-dihydro-1H-indol-1-yl]ethyl}pyrimidin-4(3H)-one

HRID 2278617
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HRID 2278617 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[N:8]1[C:13](=[O:14])[CH:12]=[C:11]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[N:10]=[C:9]1[CH2:21][C:22](=[O:36])[N:23]1[C:31]2[C:26](=[C:27](C(F)(F)F)[CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1.Cl.CN(C)[CH2:40][CH2:41][CH2:42]N=C=NCC.N1(C2N=C(CC([O-])=O)NC(=O)C=2)CCOCC1.[Na+]>CN(C)C=O>[N:15]1([C:11]2[N:10]=[C:9]([CH2:21][C:22](=[O:36])[N:23]3[C:31]4[C:26](=[C:27]([CH:3]5[CH2:4][CH2:5][CH2:6][N:1]([CH2:40][CH2:41][CH3:42])[CH2:2]5)[CH:28]=[CH:29][CH:30]=4)[CH2:25][CH2:24]3)[NH:8][C:13](=[O:14])[CH:12]=2)[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1
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참가 물질

6

반응물 4

HCID 1049PyridineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 573895513-methyl-6-(morpholin-4-yl)-2-{2-oxo-2-[4-(trifluoromethyl)-2,3-dihydro-1H-indol-1-yl]ethyl}pyrimidin-4(3H)-oneHCID 136041844Sodium (4-morpholin-4-yl-6-oxo-1,6-dihydropyrimidin-2-yl)acetate

생성물 1

HCID 136069607
6-(morpholin-4-yl)-2-{2-oxo-2-[4-(1-propylpiperidin-3-yl)-2,3-dihydro-1H-indol-1-yl]ethyl}pyrimidin-4(3H)-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

0.2 ml of pyridine, 25.7 mg of 4-(1-propylpiperidin-3-yl)-2,3-dihydro-1H-indole (reference example 4d) and 17.8 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride are successively added to a solution of 20.5 mg of sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate (example 1d, step 2d) in 0.8 ml of N,N-dimethylformamide. The reaction mixture is stirred at ambient temperature for 24 hours, and then concentrated under reduced pressure. The residue is taken up in 10 ml of water and then extracted with dichloromethane (4×20 ml). The organic phases are combined and then washed with water and concentrated under reduced pressure. After oven-drying, 16.1 mg of 6-(morpholin-4-yl)-2-{2-oxo-2-[4-(1-propylpiperidin-3-yl)-2,3-dihydro-1H-indol-1-yl]ethyl}pyrimidin-4(3H)-one are obtained in the form of a pink solid, the characteristics of which are the following:

후처리

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with dichloromethane (4×20 ml)
  3. washwashed with water
  4. concentrationconcentrated under reduced pressure
  5. customAfter oven-drying

출처 및 근거

ORD 기록
ord-8d04c01b63fa452b91cc7a9647e1e84c
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133168B2

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