Hydrogen Bromide → 4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-bromo-pyrido[2,3-d]pyrimidine

HRID 1434515

反応式

HRID 1434515 の反応式
[N:1]1([C:7]2[C:8]3[CH:25]=[C:24](N)[CH:23]=[N:22][C:9]=3[N:10]=[C:11]([O:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[N:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.N([O-])=O.[Na+].C(=O)([O-])[O-].[K+].[K+].[BrH:37]>O>[N:1]1([C:7]2[C:8]3[CH:25]=[C:24]([Br:37])[CH:23]=[N:22][C:9]=3[N:10]=[C:11]([O:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[N:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 260Hydrogen BromideHCID 11430Potassium CarbonateHCID 23668193Sodium NitriteHCID 689245994-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-amino-pyrido[2,3-d]pyrimidine

生成物 1

HCID 689234394-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-bromo-pyrido[2,3-d]pyrimidine

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-amino-pyrido[2,3-d]pyrimidine (1.45 g; 4 mmol) and cuprous bromide (1.15 g; 8 mmol) was dissolved in a mixture of water (25 mL) and concentrated hydrobromic acid (25 mL). The solution was chilled in an ice bath, and to it was added sodium nitrite (340 mg; 5 mmol, in aqueous solution). The solution was stirred for ten minutes, and then heated to 60° C. for one hour. It was then poured into a 10% solution of potassium carbonate, and extracted with dichloromethane (2×50 mL). The organic layer was dried over magnesium sulfate, evaporated, and the product was purified by column chromatography to give 4-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-bromo-pyrido[2,3-d]pyrimidine (0.98 g).

後処理

  1. temperatureThe solution was chilled in an ice bath
  2. extractionextracted with dichloromethane (2×50 mL)
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customevaporated
  5. customthe product was purified by column chromatography

出典と根拠

ORDレコード
ord-e2907b27552c45cda528ad756574b70f
出典データセット
uspto-grants-2009_11
特許番号
US07615552B2

関連ノート

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