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Trifluoroacetic acid → 5-(1-benzoylpyrrolidin-2-yl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide

HRID 1473428
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HRID 1473428 반응식
[C:1]([N:9]1[CH2:13][CH2:12][CH2:11][CH:10]1[C:14]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:15]=1[CH:16]=[CH:17][C:18]([S:24]([N:27](CC1C=CC(OC)=CC=1OC)[C:28]1[S:29][CH:30]=[CH:31][N:32]=1)(=[O:26])=[O:25])=[CH:19]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl.CO>[C:1]([N:9]1[CH2:13][CH2:12][CH2:11][CH:10]1[C:14]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:15]=1[CH:16]=[CH:17][C:18]([S:24]([NH:27][C:28]1[S:29][CH:30]=[CH:31][N:32]=1)(=[O:26])=[O:25])=[CH:19]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 866874735-(1-benzoylpyrrolidin-2-yl)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide

생성물 1

HCID 715866085-(1-benzoylpyrrolidin-2-yl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

5-(1-benzoylpyrrolidin-2-yl)-N-(2,4-dimethoxybenzyl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide (0.040 g, 0.065 mmol) was dissolved in DCM and TFA (0.1 mL, 1.298 mmol) was added. The reaction was stirred for 15 minutes at room temperature. The reaction was diluted with methanol and concentrated. The material was triturated in diethyl ether, filtered, and the solids were washed with diethyl ether. The solids were collected and vacuum dried overnight to afford 5-(1-benzoylpyrrolidin-2-yl)-N-(thiazol-2-yl)naphthalene-2-sulfonamide as a white solid. 1H NMR (400 MHz, DMSO-d6) δ=12.79 (br. s., 1H), 8.48 (s, 1H), 8.38 (d, J=8.8 Hz, 1H), 8.11-7.95 (m, 1H), 7.87 (d, J=9.3 Hz, 1H), 7.75-7.57 (m, 4H), 7.49 (br. s., 3H), 7.26 (br. s., 1H), 7.17-6.96 (m, 1H), 6.84 (d, J=4.2 Hz, 1H), 5.94 (br. s., 1H), 3.90 (br. s., 1H), 3.58 (br. s., 1H), 2.70-2.58 (m, 1H), 1.89 (br. s., 2H), 1.74 (br. s., 1H). m/z (ESI) 464.2 (M+H)+.

후처리

  1. concentrationconcentrated
  2. customThe material was triturated in diethyl ether
  3. filtrationfiltered
  4. washthe solids were washed with diethyl ether
  5. customThe solids were collected
  6. customvacuum dried overnight

출처 및 근거

ORD 기록
ord-9c0ae448a535476b8e4b0c83100dc42f
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09012443B2

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