Hydrogen Bromide → 2-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylamino-ethanol hydrobromide

HRID 11901

반응식

HRID 11901 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]([NH:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:14][OH:15])[CH:5]=[C:6]([C:9]([F:12])([F:11])[F:10])[C:7]=1[NH2:8].[BrH:21]>C(OCC)C.C(O)(C)C.C(O)C>[BrH:21].[NH2:8][C:7]1[C:6]([C:9]([F:11])([F:12])[F:10])=[CH:5][C:4]([CH:13]([NH:16][C:17]([CH3:19])([CH3:18])[CH3:20])[CH2:14][OH:15])=[CH:3][C:2]=1[Cl:1]

참가 물질

6

반응물 2

HCID 260Hydrogen BromideHCID 99977892-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol

생성물 1

HCID 219770962-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylamino-ethanol hydrobromide수율 80%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 3283Diethyl Ether용매HCID 3776Isopropanol용매

실험 절차

1.0 g of 2-(3-chloro-4-amino-5-trifluoromethyl-phenyl)-2-tert-butylaminoethanol was dissolved in 20 ml of anhydrous diethyl ether and the solution was acidified to pH=2 by adding dropwise a solution of hydrobromic acid in isopropanol with stirring. The precipitate was collected by filtration, washed with small amount of anhydrous diethyl ether, dried to give crude 2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylamino-ethanol hydrobromide. The crude product was dissolved in absolute ethanol at a ratio of 1:5 w/v. Filtered and anhydrous diethyl ether was added dropwise until small amount of crystals was precipitated. Lyophilized and filtered to give 2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylamino-ethanol hydrobromide. Yield 80–90%; melting point 208–210° C. (dec). 1H-NMR (DMSO-d6) δ: 1.24(9H, s), 3.79(2H, d), 4.46–4.51(1H, m), 7.72(1H, s), 7.89(1H, s).

후처리

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with small amount of anhydrous diethyl ether
  3. customdried
  4. customto give crude 2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylamino-ethanol hydrobromide
  5. filtrationFiltered
  6. additionanhydrous diethyl ether was added dropwise until small amount of crystals
  7. customwas precipitated
  8. filtrationLyophilized and filtered

출처 및 근거

ORD 기록
ord-484020b3048d494b90cf506b9fcdd076
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098364B2

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