Phenethyl bromide → HCID 22245767、化合物

HRID 411272ノート

反応式

HRID 411272 の反応式
[CH2:1](Br)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:10][C:11]1[C:28]([CH3:29])=[CH:27][C:14]([O:15][CH2:16][C:17]([N:19]([CH3:26])[CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:18])=[C:13]([CH3:30])[C:12]=1[CH3:31].C(N(CC)CC)C.[Cl-].[NH4+]>C(#N)C>[NH2:10][C:11]1[C:28]([CH3:29])=[CH:27][C:14]([O:15][CH2:16][C:17]([N:19]([CH3:26])[CH:20]2[CH2:25][CH2:24][N:23]([CH2:1][CH2:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)[CH2:22][CH2:21]2)=[O:18])=[C:13]([CH3:30])[C:12]=1[CH3:31]

参加物

6

反応物 4

HCID 7666Phenethyl bromideHCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 9861312HCID 9861312、化合物

生成物 1

HCID 22245767HCID 22245767、化合物収率 88.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

200 mg of phenethyl bromide was added to a mixture solution of 350 mg of the Compound (1) obtained in the Example 1 and 172 mg of triethylamine in 5 ml of acetonitrile, and the mixture was stirred for 5 hours at 60° C. Then, 5 ml of saturated ammonium chloride solution was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure to give a residue. The obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:methanol=20:1) to give 390 mg (83%) of the above-mentioned compound (28).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customto give a residue
  6. customThe obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:methanol=20:1)

出典と根拠

ORDレコード
ord-5481649373364ff599c1bb00fb3774e4
出典データセット
uspto-grants-2003_05
特許番号
US06559146B1

反応ノート

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