Hydrochloric Acid → HCID 178436872, 화합물

HRID 1587836노트

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HRID 1587836 반응식
[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]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19756360HCID 19756360, 화합물

생성물 1

HCID 178436872HCID 178436872, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
50 °C

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-5447b7a4162f4bfa9883c01f6f356475
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05219863

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