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Triethylamine → HCID 58531420, 화합물

HRID 1889698
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HRID 1889698 반응식
[F:1][C:2]1[CH:26]=[CH:25][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:22]=[CH:23][CH:24]=2)[CH2:10][NH:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[OH:34][C:35]1[C:40]([Cl:41])=[CH:39][C:38]([Cl:42])=[CH:37][C:36]=1[S:43](Cl)(=[O:45])=[O:44]>C(Cl)Cl>[Cl:41][C:40]1[C:35]([OH:34])=[C:36]([S:43]([N:11]([CH2:10][C:9]2[CH:22]=[CH:23][CH:24]=[C:7]([O:6][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:26][CH:25]=3)[CH:8]=2)[CH2:12][CH2:13][CH2:14][CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)(=[O:45])=[O:44])[CH:37]=[C:38]([Cl:42])[CH:39]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 900783,5-Dichloro-2-hydroxybenzenesulphonyl chlorideHCID 66616601HCID 66616601, 화합물

생성물 1

HCID 58531420HCID 58531420, 화합물수율 28%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a mixture of N-(3-(4-fluorophenoxy)benzyl)-4-phenylbutan-1-amine (100 mg, 28.6 mmol, 1.0 eq) in DCM (5 mL), was added triethylamine (86 mg, 85 mmol, 3 eq) followed by 2-hydroxy-3,5-dichlorobenzenesulfonyl chloride (75 mg, 28.6 mmol, 1.0 eq). The reaction mixture was stirred at ambient temperature for 4 h before being diluted with DCM (100 mL) and washed with water. The organic layer was dried over anhydrous Na2SO4 and evaporated under reduced pressure. The residue was purified by preparative HPLC to afford the title compound (45 mg, 28%); 1H NMR (400 MHz, CD3OD) δ 7.67-7.66 (d, 1H), 7.58-7.57 (d, 1H), 7.30-7.26 (t, 1H), 7.23-7.20 (t, 2H), 7.15-7.00 (m, 6H), 6.97-6.94 (m, 2H), 6.88-6.84 (m, 2H), 4.47 (s, 2H), 3.26-3.22 (t, 2H), 2.46-2.43 (t, 2H), 1.42-1.34 (m, 4H). MS (ESI): 574.0 (M−H)−.

후처리

  1. washwashed with water
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. customevaporated under reduced pressure
  4. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-9b6847f02a0a4741b956d905d5a41296
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08501992B2

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