Cyanogen Bromide → 3-(2-amino-6-phenoxy-4H-quinazolin-3-yl)-N-cyclohexyl-N-methyl-propionamide

HRID 1968776ノート

反応式

HRID 1968776 の反応式
[NH2:1][C:2]1[CH:21]=[CH:20][C:19]([O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:18][C:3]=1[CH2:4][NH:5][CH2:6][CH2:7][C:8]([N:10]([CH3:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9].[N:29]#[C:30]Br>C(O)C>[NH2:29][C:30]1[N:5]([CH2:6][CH2:7][C:8]([N:10]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH3:17])=[O:9])[CH2:4][C:3]2[C:2](=[CH:21][CH:20]=[C:19]([O:22][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:18]=2)[N:1]=1

参加物

4

反応物 2

HCID 10476Cyanogen BromideHCID 586251533-(2-Amino-5-phenoxy-benzylamino)-N-methyl-N-phenyl-propionamide

生成物 1

HCID 586251423-(2-amino-6-phenoxy-4H-quinazolin-3-yl)-N-cyclohexyl-N-methyl-propionamide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 3-(2-amino-5-phenoxy-benzylamino)-N-methyl-N-phenyl-propionamide (diamine) (1.4 g, 0.0037 mol) and cyanogen bromide (0.58 g, 0.0055 mol) in 70 mL of ethanol was refluxed for 3 h. The solvent was evaporated to yield a residue, which was crystallized from EtOAc (100 mL). The resulting precipitate was dissolved in ethanol and stirred for 3 h. The resulting precipitate was collected by filtration, washed with ethanol, and dried to yield the title product, pure 3-(2-amino-6-phenoxy-4H-quinazolin-3-yl)-N-cyclohexyl-N-methyl-propionamide.

後処理

  1. customThe solvent was evaporated
  2. customto yield a residue, which
  3. customwas crystallized from EtOAc (100 mL)
  4. dissolutionThe resulting precipitate was dissolved in ethanol
  5. filtrationThe resulting precipitate was collected by filtration
  6. washwashed with ethanol
  7. customdried

出典と根拠

ORDレコード
ord-e149b86cc8ac47409f1351c2963b1410
出典データセット
uspto-grants-2013_04
特許番号
US08426429B2

反応ノート

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