Triethylamine → 4-Amino-6,7-dimethoxy-2-[4-(isobutoxycarbonyl)-piperazin-1-yl]quinoline hydrochloride sesquihydrate

HRID 542210

反応式

HRID 542210 の反応式
[CH2:1]([O:5][C:6]([Cl:8])=[O:7])[CH:2]([CH3:4])[CH3:3].[NH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[C:12]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:11]=1.C(N(CC)CC)C.C(=O)([O-])[O-:38].[Na+].[Na+]>C(Cl)(Cl)Cl>[OH2:5].[ClH:8].[NH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[C:12]([N:24]2[CH2:25][CH2:26][N:27]([C:6]([O:5][CH2:1][CH:2]([CH3:4])[CH3:3])=[O:7])[CH2:28][CH2:29]2)[CH:11]=1.[OH2:38].[OH2:5].[NH2:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[C:12]([N:24]2[CH2:25][CH2:26][N:27]([C:6]([O:5][CH2:1][CH:2]([CH3:4])[CH3:3])=[O:7])[CH2:28][CH2:29]2)[CH:11]=1.[ClH:8]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 10340Sodium CarbonateHCID 62365Isobutyl chloroformateHCID 140689984-Amino-6,7-dimethoxy-2-(piperazin-1-yl)quinoline

生成物 1

HCID 1317150914-Amino-6,7-dimethoxy-2-[4-(isobutoxycarbonyl)-piperazin-1-yl]quinoline hydrochloride sesquihydrate

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

A solution of isobutylchloroformate (0.11 g) in chloroform (5 ml) was added dropwise to a stirred solution of 4-amino-6,7-dimethoxy-2-[piperazin-1-yl]quinoline (0.21 g) in chloroform (15 ml) with triethylamine (0.22 g) at 10°. The solution was then stirred at room temperature for 1 hour and sodium carbonate solution (10%, 10 ml) added. The organic phase was separated, the aqueous solution extracted with chloroform (2×15 ml) and the total combined extracts dried (Na2SO4) and evaporated in vacuo. The residue was purified by chromatography on silica gel (Merck 9385, 25 g) eluting with methylene chloride-methanol (100:0→93:7), followed by treatment of the product with ethereal hydrogenchloride and recrystallisation from isopropanol to give 4-amino-6,7-dimethoxy-2-[4-(isobutoxycarbonyl)-piperazin-1-yl]quinoline hydrochloride sesquihydrate, m.p. 254°-256° (0.065 g).

後処理

  1. customThe organic phase was separated
  2. extractionthe aqueous solution extracted with chloroform (2×15 ml)
  3. dry with materialthe total combined extracts dried (Na2SO4)
  4. customevaporated in vacuo
  5. customThe residue was purified by chromatography on silica gel (Merck 9385, 25 g)
  6. washeluting with methylene chloride-methanol (100:0→93:7)
  7. customfollowed by treatment of the product with ethereal hydrogenchloride and recrystallisation from isopropanol

出典と根拠

ORDレコード
ord-c43c6bccb2c34bc69377397fd77818c3
出典データセット
uspto-grants-1987_04
特許番号
US04656174

関連ノート

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