Ammonium formate → 4-(Morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

HRID 8716ノート

反応式

HRID 8716 の反応式
C([N:8]1[CH2:17][CH2:16][C:15]2[C:14]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[N:13][CH:12]=[N:11][C:10]=2[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[N:18]1([C:14]2[C:15]3[CH2:16][CH2:17][NH:8][CH2:9][C:10]=3[N:11]=[CH:12][N:13]=2)[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 219836347-Benzyl-4-(morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

生成物 1

HCID 219836204-(Morpholin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine収率 69.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

7-Benzyl-4-morpholin-4-yl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidine 5a (0.55 g, 1.77 mmol) was dissolved in methanol (35 mL) under nitrogen. 10% Pd/C (0.55 g) was added under nitrogen followed by ammonium formate (1.12 g, 17.72 mmol) and the mixture was heated to reflux for 12 h. The catalyst was removed by filtration, washed with MeOH and the filtrate was concentrated. Flash column chromatography eluting with 5% MeOH/CH2Cl2 containing 0.5% of NH4OH gave 0.27 g of 4-morpholin-4-yl-5,6,7,8-tetrahydro-pyrido[3,4-d]pyrimidine 6a as a pale yellow dense liquid.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 12 h
  3. customThe catalyst was removed by filtration
  4. washwashed with MeOH
  5. concentrationthe filtrate was concentrated
  6. washFlash column chromatography eluting with 5% MeOH/CH2Cl2 containing 0.5% of NH4OH

出典と根拠

ORDレコード
ord-4369f92349b7406ebd1712953537ed2e
出典データセット
uspto-grants-2006_08
特許番号
US07091200B2

反応ノート

読み込み中…