Ammonium formate → HCID 11486612、化合物

HRID 411291ノート

反応式

HRID 411291 の反応式
C([N:8]1[CH2:13][CH2:12][C:11]([CH2:20][N:21]([CH3:37])[C:22]2[N:31]=[C:30]([NH2:32])[C:29]3[C:24](=[CH:25][C:26]([O:35][CH3:36])=[C:27]([O:33][CH3:34])[CH:28]=3)[N:23]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.O.[Pd]>[CH3:34][O:33][C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][C:26]=1[O:35][CH3:36])[N:23]=[C:22]([N:21]([CH2:20][C:11]1([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH3:37])[N:31]=[C:30]2[NH2:32]

参加物

6

反応物 2

HCID 2723923Ammonium formateHCID 11294944HCID 11294944、化合物

生成物 1

HCID 11486612HCID 11486612、化合物収率 75.1%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of N2-(1-Benzyl-4-phenyl-piperidin-4-ylmethyl)-6,7-dimethoxy-N2-methyl-quinazoline-2,4-diamine 10, (1.3 g) and ammonium formate (2.2 g) in 24 ml methanol and 6 ml water was added 10% Pd-C (250 mg). After stirring under reflux for two hours, the reaction mixture was cooled and filtered through celite®. The filtrate was concentrated to a small volume, made basic with potassium carbonate, and extracted with dichloromethane. The extract was dried over potassium carbonate, filtered, and evaporated. The residue was chromatographed on silica gel to provide 800 mg of 6,7-dimethoxy-N2-(4-phenyl-piperidin-4-ylmethyl)-N2-methyl-quinazoline-2,4-diamine 11 as a white powder, MS: 407 (M+).

後処理

  1. temperatureunder reflux for two hours
  2. temperaturethe reaction mixture was cooled
  3. filtrationfiltered through celite®
  4. concentrationThe filtrate was concentrated to a small volume
  5. extractionextracted with dichloromethane
  6. dry with materialThe extract was dried over potassium carbonate
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was chromatographed on silica gel

出典と根拠

ORDレコード
ord-cc7fd09e00924a6aba162119c87d9c9f
出典データセット
uspto-grants-2003_05
特許番号
US06559153B2

反応ノート

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