Sodium Hydroxide → HCID 18668744、化合物

HRID 1058624ノート

反応式

HRID 1058624 の反応式
O([C:8]1[C:17]2[N:18]=[CH:19][N:20]([CH2:21][CH2:22][CH:23]3[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]3)[C:16]=2[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:9]=1)C1C=CC=CC=1.C([O-])(=O)C.[NH4+:40].[OH-].[Na+]>O>[NH2:40][C:8]1[C:17]2[N:18]=[CH:19][N:20]([CH2:21][CH2:22][CH:23]3[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:33])([CH3:35])[CH3:34])=[O:30])[CH2:25][CH2:24]3)[C:16]=2[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:9]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 517165Ammonium AcetateHCID 18668801tert-Butyl 4-[2-(4-phenoxy-1H-imidazo[4,5-c]quinolin-1-yl)ethyl]-1-piperidinecarboxylate

生成物 1

HCID 18668744HCID 18668744、化合物収率 51.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
140 °C

実験手順

A mixture of 4.40 g of tert-butyl 4-[2-(4-phenoxy-1H-imidazo[4,5-c]-quinolin-1-yl)ethyl]-1-piperidinecarboxylate and 34.5 g of ammonium acetate was stirred at 140° C. for 3 hours. The reaction mixture was added with water, adjusted to pH 9 with 10% aqueous sodium hydroxide solution, and extracted with methylene chloride. The extract was washed with saturated brine, and dried, and then the solvent was evaporated. The resulting residue was purified by alumina column chromatography using methylene chloride—methanol (100:1 to 20:1) as eluting solvents, and washed with diisopropyl ether to give 1.88 g of colorless crystals. Recrystallization from ethyl acetate gave colorless crystals having the melting point of from 193 to 193.5° C.

後処理

  1. extractionextracted with methylene chloride
  2. washThe extract was washed with saturated brine
  3. customdried
  4. customthe solvent was evaporated
  5. customThe resulting residue was purified by alumina column chromatography
  6. washas eluting solvents
  7. washwashed with diisopropyl ether

出典と根拠

ORDレコード
ord-1000bc96acc84b4ba3b3e3ed836bdeec
出典データセット
uspto-grants-2003_02
特許番号
US06518265B1

反応ノート

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