Hydrochloric Acid → 1,4,5,6,7,8-Hexahydro-7-[3-(4-methoxyphenoxy)-2-hydroxypropyl]-2-methyl-5-oxo-4-(pentafluorophenyl)-1,7-naphthyridine-3-carboxylic acid methyl ester

HRID 1583442ノート

反応式

HRID 1583442 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:14]([C:15]2[C:20]([F:21])=[C:19]([F:22])[C:18]([F:23])=[C:17]([F:24])[C:16]=2[F:25])[C:13]2[C:12](=[O:26])[CH2:11][NH:10][CH2:9][C:8]=2[NH:7][C:6]=1[CH3:27])=[O:4].[O:28]1[CH:30]([CH2:31][O:32][C:33]2[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=2)[CH2:29]1.Cl>CO>[CH3:1][O:2][C:3]([C:5]1[CH:14]([C:15]2[C:16]([F:25])=[C:17]([F:24])[C:18]([F:23])=[C:19]([F:22])[C:20]=2[F:21])[C:13]2[C:12](=[O:26])[CH2:11][N:10]([CH2:29][CH:30]([OH:28])[CH2:31][O:32][C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=3)[CH2:9][C:8]=2[NH:7][C:6]=1[CH3:27])=[O:4]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 166462,3-Epoxypropyl 4'-methoxyphenyl etherHCID 13061758HCID 13061758、化合物

生成物 1

HCID 867404961,4,5,6,7,8-Hexahydro-7-[3-(4-methoxyphenoxy)-2-hydroxypropyl]-2-methyl-5-oxo-4-(pentafluorophenyl)-1,7-naphthyridine-3-carboxylic acid methyl ester収率 55.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1,4,5,6,7,8-Hexahydro-2-methyl-5-oxo-4-(2,3,4,5,6-pentafluorophenyl)-1,7-naphthyridine-3-carboxylic acid methyl ester (5.0 g), 2.3 g of 1,2-epoxy-3-(4-methoxyphenoxy)propane and 125 ml of methanol were combined and refluxed for 18 hours. The solution was saturated with hydrogen chloride, then the methanol was evaporated in vacuo. The residue was crystallized from ethyl acetate. Recrystallization from acetonitrile afforded 4 g of the title compound as the hydrochloride, salt, m.p. 222° C. dec.

後処理

  1. temperaturerefluxed for 18 hours
  2. customthe methanol was evaporated in vacuo
  3. customThe residue was crystallized from ethyl acetate
  4. customRecrystallization from acetonitrile

出典と根拠

ORDレコード
ord-93a2a668bd824d51b6b49afda3c8c0da
出典データセット
uspto-grants-1985_11
特許番号
US04551534

反応ノート

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