Hydrochloric Acid → N-[2-(4-Carbomethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine

HRID 1451404노트

반응식

HRID 1451404 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[S:4][CH:5]=[C:6]([C:8](=[O:11])[CH:9]=O)[N:7]=1.[C:14]([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH:26]([CH3:28])[NH2:27])=[CH:21][CH:20]=1)([O:16][CH2:17]C)=[O:15].[BH4-].[Na+].Cl.C(=O)(O)[O-].[Na+]>>[C:14]([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH:26]([NH:27][CH2:9][CH:8]([OH:11])[C:6]2[N:7]=[C:3]([C:2]([F:1])([F:12])[F:13])[S:4][CH:5]=2)[CH3:28])=[CH:21][CH:20]=1)([O:16][CH3:17])=[O:15]

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 19974143Ethyl 4-(2-aminopropyl)benzoateHCID 199742732-(2-Trifluoromethyl-thiazol-4-yl)glyoxal

생성물 1

HCID 19974173N-[2-(4-Carbomethoxyphenyl)-1-methylethyl]-2-hydroxy-2-(2-trifluoromethyl-thiazol-4-yl)ethanamine

실험 절차

1.3 g (0.0062 mol) of 2-(2-trifluoromethyl-thiazol-4-yl)glyoxal and 1.2 g (0.0057 mol) of 2-(4-carboethoxy-phenyl)-1-methyl-ethanamine are mixed at 50° C. and stirred at room temperature for 4 hours. For the reduction of the resulting Schiff's base, 0.75 g of sodium borohydride is added in portions at 20° C., and the mixture is stirred for 16 hours. It is then poured onto ice, and the mixture is acidified with hydrochloric acid, made alkaline with sodium bicarbonate solution and extracted with methylene chloride. The extract is dried over sodium sulphate, concentrated and purified on a silica gel column using methylene chloride/methanol=40:1 as eluant.

후처리

  1. stirringthe mixture is stirred for 16 hours
  2. additionIt is then poured onto ice
  3. extractionextracted with methylene chloride
  4. dry with materialThe extract is dried over sodium sulphate
  5. concentrationconcentrated
  6. custompurified on a silica gel column

출처 및 근거

ORD 기록
ord-27bed3711835414dbfdcc1819f31145c
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05604225

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