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

HRID 2278614
ノート
印刷プレビュー

反応式

HRID 2278614 の反応式
N1C=CC=CC=1.[F:7][C:8]([F:19])([F:18])[C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH2:11][CH2:12][NH:13]2.Cl.CN(C)CCCN=C=NCC.[CH3:32][N:33]1[C:38](=[O:39])[CH:37]=[C:36]([N:40]2[CH2:45][CH2:44][O:43][CH2:42][CH2:41]2)[N:35]=[C:34]1[CH2:46][C:47]([O-])=[O:48].[Na+]>CN(C)C=O.C(OCC)(=O)C.O>[CH3:32][N:33]1[C:38](=[O:39])[CH:37]=[C:36]([N:40]2[CH2:45][CH2:44][O:43][CH2:42][CH2:41]2)[N:35]=[C:34]1[CH2:46][C:47](=[O:48])[N:13]1[C:14]2[C:10](=[C:9]([C:8]([F:7])([F:18])[F:19])[CH:17]=[CH:16][CH:15]=2)[CH2:11][CH2:12]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 1049PyridineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 162444454-(Trifluoromethyl)indolineHCID 57523684Sodium [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate

生成物 1

HCID 573895513-methyl-6-(morpholin-4-yl)-2-{2-oxo-2-[4-(trifluoromethyl)-2,3-dihydro-1H-indol-1-yl]ethyl}pyrimidin-4(3H)-one
収率 30.2%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

3 ml of pyridine, 94 mg of 4-trifluoromethyl-2,3-dihydro-1H-indole and 153 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride are successively added to a solution of 138 mg of sodium [1-methyl-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate in 3 ml of N,N-dimethylformamide. The reaction mixture is stirred at ambient temperature for 16 hours. After the addition of 50 ml of water and extraction with ethyl acetate (3×15 ml), the organic phases are combined and then washed with water (2×15 ml), and a saturated aqueous sodium chloride solution (15 ml), and then dried over magnesium sulfate, filtered through sintered glass, and concentrated under reduced pressure. The solid obtained is washed with diethyl ether (5 ml) and then dried, so as to give 64 mg of 3-methyl-6-(morpholin-4-yl)-2-{2-oxo-2-[4-(trifluoromethyl)-2,3-dihydro-1H-indol-1-yl]ethyl}pyrimidin-4(3H)-one in the form of a pink solid, the characteristics of which are the following:

後処理

  1. washwashed with water (2×15 ml)
  2. dry with materiala saturated aqueous sodium chloride solution (15 ml), and then dried over magnesium sulfate
  3. filtrationfiltered through sintered glass
  4. concentrationconcentrated under reduced pressure
  5. customThe solid obtained
  6. washis washed with diethyl ether (5 ml)
  7. customdried

出典と根拠

ORDレコード
ord-c7d7c19ed6c04fbb8066f0b74fc57d62
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133168B2

反応ノート

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