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

HRID 2183700

반응식

HRID 2183700 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2d4abf47ec694ff9bc0cbe77c39b54ad
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900220B2

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