Hydrochloric Acid → HCID 178436872、化合物

HRID 1587836ノート

反応式

HRID 1587836 の反応式
[ClH:1].[CH2:2]([C:4]1[CH:13]=[C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[N:29]=[N:30][N:31](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:32]=3)=[CH:18][CH:17]=2)[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:52][CH2:53][C:54]([O:56]CC)=[O:55])[N:10]=2)[N:5]=1)[CH3:3].[OH-].[Na+]>C(O)C.O>[ClH:1].[C:54]([CH2:53][O:52][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[C:4]([CH2:2][CH3:3])[CH:13]=[C:12]2[O:14][CH2:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[C:28]2[NH:32][N:31]=[N:30][N:29]=2)=[CH:20][CH:21]=1)([OH:56])=[O:55]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19756360HCID 19756360、化合物

生成物 1

HCID 178436872HCID 178436872、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

Concentrated hydrochloric acid (2.7 ml) was added to a solution of 2-ethyl-6-(ethoxycarbonylmethoxy)-4-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-1,5-naphthyridine (1.0 g) in ethanol (16 ml). The solution was heated at 50° C. for 2 hours and then cooled. 4M Sodium hydroxide solution (10 ml) was added and the solution was heated at 50° C. for 30 minutes and then diluted with water (50 ml). The solution was washed with ether (25 ml) and the aqueous phase was concentrated by evaporation. Water (10 ml) was added to the residue and the suspension was stirred for 1 hour. The insoluble solid was collected by filtration and dissolved in ethanol (7 ml). Concentrated hydrochloric acid was added and the resultant precipitate was collected by filtration to give 6-(carboxymethoxy)-2-ethyl-4-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-1,5-naphthyridine hydrochloride, m.p. 223°-225° C.; NMR (d6 -DMSO): 1.4(t, 3H), 3.1(q, 2H), 5.0(s, 2H), 5.6(s, 2H), 7.2(d, 2H), 7.4-7.8(m, 8H), 8.7(d, 1H); mass spectrum (+ve FAB, DMSO/NBA): 527 (M+H)+.

後処理

  1. temperaturecooled
  2. temperaturethe solution was heated at 50° C. for 30 minutes
  3. washThe solution was washed with ether (25 ml)
  4. concentrationthe aqueous phase was concentrated by evaporation
  5. additionWater (10 ml) was added to the residue
  6. filtrationThe insoluble solid was collected by filtration
  7. dissolutiondissolved in ethanol (7 ml)
  8. additionConcentrated hydrochloric acid was added
  9. filtrationthe resultant precipitate was collected by filtration

出典と根拠

ORDレコード
ord-5447b7a4162f4bfa9883c01f6f356475
出典データセット
uspto-grants-1993_06
特許番号
US05219863

反応ノート

読み込み中…