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

HRID 1660875ノート

反応式

HRID 1660875 の反応式
[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

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 1354814476-(Methylamino)pyrimidin-4-ol2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-2fe2fb532afe438baea372da3a480782
出典データセット
uspto-grants-2011_10
特許番号
US08030317B2

反応ノート

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