Benzyl Bromide → 3-Benzyl-6-(methylamino)pyrimidin-4(3H)-one

HRID 1660875노트

반응식

HRID 1660875 반응식
[CH3:1][NH:2][C:3]1[N:8]=[CH:7][NH:6][C:5](=[O:9])[CH:4]=1.[CH2:10](Br)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:10]([N:6]1[C:5](=[O:9])[CH:4]=[C:3]([NH:2][CH3:1])[N:8]=[CH:7]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 1354814476-(Methylamino)pyrimidin-4-ol2회

생성물 1

HCID 598230553-Benzyl-6-(methylamino)pyrimidin-4(3H)-one수율 43.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

6-(Methylamino)pyrimidin-4(3H)-one (compound 1B; 3 g, 24 mmol, 1 eq), benzyl bromide (5.7 mL, 48 mmol, 2 eq) and potassium carbonate (6.96 g, 50.4 mmol, 2.1 eq) were stirred in ethanol (30 mL) at RT overnight. The solvent was removed in vacuo and the residue purified by silica chromatography to give 2.25 g of the title compound (43%). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.64 (d, J=4.29 Hz, 3H) 4.92-5.01 (m, 2H) 6.96 (q, J=4.63 Hz, 1H) 7.22-7.30 (m, 3H) 7.30-7.37 (m, 2H) 8.24 (s, 1H). [M+H] calc'd for C12H13N3O, 216; found, 216.

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by silica chromatography

출처 및 근거

ORD 기록
ord-2fe2fb532afe438baea372da3a480782
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030317B2

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