Ethyl Bromide → HCID 24964732、化合物

HRID 1161867ノート

反応式

HRID 1161867 の反応式
[CH:1]([NH:4][C:5](=[O:33])[CH2:6][N:7]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([N:18]3[CH2:24][CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[CH:14]=2)[N:9]=[C:8]1[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=1)([CH3:3])[CH3:2].[CH2:34](Br)[CH3:35].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH2:34]([N:21]1[CH2:22][CH2:23][CH2:24][N:18]([C:13]2[CH:14]=[C:15]3[C:10](=[CH:11][CH:12]=2)[N:9]=[C:8]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=2)[N:7]([CH2:6][C:5]([NH:4][CH:1]([CH3:3])[CH3:2])=[O:33])[C:16]3=[O:17])[CH2:19][CH2:20]1)[CH3:35]

参加物

5

反応物 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 59519020HCID 59519020、化合物

生成物 1

HCID 24964732HCID 24964732、化合物収率 10%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of N-isopropyl-2-[2-(3-methoxyphenyl)-4-oxo-6-perhydro-1,4-diazepin-1-yl-4H-quinazolin-3-yl]acetamide (EXAMPLE 2a) hydrochloride salt (50 mg, 0.103 mmol), ethyl bromide (22 mg, 0.21 mmol), and K2CO3 (43 mg, 0.31 mmol) in acetonitrile (5 mL) was heated to reflux for 24 h. The mixture was then cooled, filtered and concentrated in vacuo. The crude residue was purified by preparative HPLC to afford 2-[6-(4-ethylperhydro-1,4-diazepin-1-yl)-2-(3-methoxyphenyl)-4-oxo-4H-quinazolin-3-yl]-N-isopropylacetamide (EXAMPLE 4a) (5.1 mg, 0.010 mmol, 10%) as the hydrochloride salt.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 24 h
  3. temperatureThe mixture was then cooled
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-908b7fc54c1148d7aa284ce2398c0e40
出典データセット
uspto-grants-2010_10
特許番号
US07820649B2

反応ノート

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