Valeryl chloride → 3-(2-Butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl pentanoate

HRID 2090238ノート

反応式

HRID 2090238 の反応式
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[Si]([O:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:23]=[CH:22][C:21]=1[NH2:30])(C(C)(C)C)(C)C>CN1C(=O)CCC1>[C:1]([O:15][CH2:16][CH2:17][CH2:18][N:19]1[C:20]2[C:29]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[N:23]=[CH:22][C:21]=2[N:30]=[C:1]1[CH2:2][CH2:3][CH2:4][CH3:5])(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5]

参加物

4

反応物 2

HCID 61186Valeryl chlorideHCID 86647172N4-(3-(tert-Butyldimethylsilyloxy)propyl)quinoline-3,4-diamine

生成物 1

HCID 684315713-(2-Butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl pentanoate

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

Valeryl chloride was added to a solution of the product from step (ii) (4.85 g) in NMP at rt. The mixture was stirred at rt for 15 min, heated at 100° C. for 6 h, cooled, and partitioned between EtOAc/saturated NaHCO3 solution. The organics were separated washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with EtOAc, yield 2.15 g.

後処理

  1. temperatureheated at 100° C. for 6 h
  2. temperaturecooled
  3. custompartitioned between EtOAc/saturated NaHCO3 solution
  4. customThe organics were separated
  5. washwashed with water
  6. customdried
  7. customevaporated under reduced pressure
  8. customThe residue was purified by chromatography on silica eluting with EtOAc, yield 2.15 g

出典と根拠

ORDレコード
ord-c5857098546c4e9d85750894e8051ac8
出典データセット
uspto-grants-2013_05
特許番号
US08436178B2

反応ノート

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