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Trifluoroacetic acid → 1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate

HRID 1473461
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HRID 1473461 반응식
[OH:1][CH:2]([CH2:44][OH:45])[CH2:3][C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[C:14]1[C:23]2[C:18](=[CH:19][C:20]([S:24]([N:27](CC3C=CC(OC)=CC=3OC)[C:28]3[S:29][CH:30]=[CH:31][N:32]=3)(=[O:26])=[O:25])=[CH:21][CH:22]=2)[CH:17]=[CH:16][N:15]=1.[C:46]([OH:52])([C:48]([F:51])([F:50])[F:49])=[O:47]>C(Cl)Cl>[F:49][C:48]([F:51])([F:50])[C:46]([OH:52])=[O:47].[OH:1][CH:2]([CH2:44][OH:45])[CH2:3][C:4]1[CH:9]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:7]=[CH:6][C:5]=1[C:14]1[C:23]2[C:18](=[CH:19][C:20]([S:24]([NH:27][C:28]3[S:29][CH:30]=[CH:31][N:32]=3)(=[O:25])=[O:26])=[CH:21][CH:22]=2)[CH:17]=[CH:16][N:15]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 866875051-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide

생성물 1

HCID 866875061-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide (0.120 g, 0.182 mmol) was dissolved in DCM and TFA (0.1 ml, 1.298 mmol) was added. The reaction was stirred for 30 minutes at room temperature. The reaction was concentrated and the material was triturated in diethyl ether. The solids were filtered and washed with diethyl ether, then vacuum dried overnight to afford 1-(2-(2,3-dihydroxypropyl)-4-(trifluoromethyl)phenyl)-N-(thiazol-2-yl)isoquinoline-6-sulfonamide 2,2,2-trifluoroacetate as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm=12.89 (br. s., 1H), 8.71 (dd, J=2.0, 5.7 Hz, 1H), 8.59 (d, J=4.1 Hz, 1H), 8.25-8.12 (m, 1H), 7.94-7.83 (m, 2H), 7.76-7.64 (m, 2H), 7.51 (t, J=7.8 Hz, 1H), 7.28 (d, J=4.4 Hz, 1H), 6.88 (d, J=4.6 Hz, 1H), 4.04 (d, J=4.9 Hz, 1H), 3.53-3.44 (m, 1H), 3.29 (d, J=3.8 Hz, 1H), 3.10-3.02 (m, 1H), 3.02-2.94 (m, 1H), 2.87 (dd, J=4.0, 14.3 Hz, 1H), 2.37-2.29 (m, 1H). m/z (ESI) 510.2 (M+H)+.

후처리

  1. concentrationThe reaction was concentrated
  2. customthe material was triturated in diethyl ether
  3. filtrationThe solids were filtered
  4. washwashed with diethyl ether
  5. customvacuum dried overnight

출처 및 근거

ORD 기록
ord-eb34d1f40514413babf6c2289fc01aa3
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09012443B2

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