Hydrochloric Acid → 7-(3-Difluoromethylphenyl)-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide

HRID 269987노트

반응식

HRID 269987 반응식
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][S:11]([C:14]1[C:15]2[CH:16]=[CH:17][N:18]=[CH:19][C:20]=2[CH:21]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([F:32])[F:31])[CH:25]=2)[CH:23]=1)(=[O:13])=[O:12])(C)(C)C.Cl>C(OCC)(=O)C.O1CCOCC1>[NH2:7][CH2:8][CH2:9][NH:10][S:11]([C:14]1[C:15]2[CH:16]=[CH:17][N:18]=[CH:19][C:20]=2[CH:21]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([F:32])[F:31])[CH:25]=2)[CH:23]=1)(=[O:13])=[O:12]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 69327854{2-[7-(3-Difluoromethylpheny)-isoquinoline-5-sulfonylamino]-ethyl}-carbamic acid tert-butyl ester

생성물 1

HCID 112803467-(3-Difluoromethylphenyl)-isoquinoline-5-sulfonic acid (2-amino-ethyl)-amide수율 95%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

Suspend {2-[7-(3-difluoromethylpheny)-isoquinoline-5-sulfonylamino]-ethyl}-carbamic acid tert-butyl ester in ethyl acetate (11 mL), and add an excess of 4 M HCl in 1,4-dioxane. Stir overnight, filter the precipitate, wash with dichloromethane, and dry under vacuum to give the desired compound as a white solid (0.092 g, 95% yield): 1H NMR (CD3OD): δ9.92 (s, 1H), 9.10 (d, J=7.0 Hz, 1H), 9.04 (m, 2H), 8.80 (d, J=7.0 Hz, 1H), 8.09 (m, 2H), 7.74 (m, 2H), 6.94 (t, J=52.1 Hz, 1H), 3.25 (m, 2H), 3.15 (m, 2H). Load the product onto ion exchange resin and elute with 1N NH3 in methanol and concentrate to dryness to give the free base. (Used in example 97).

후처리

  1. filtrationfilter the precipitate
  2. washwash with dichloromethane
  3. customdry under vacuum

출처 및 근거

ORD 기록
ord-475d33fdef1f433eaf509d5d1b9b4628
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449477B2

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