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

HRID 2210336노트

반응식

HRID 2210336 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-a2581e85cc9d43b598fd4de481cbb0bb
출처 데이터셋
uspto-grants-1995_10
특허 번호
US05457205

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