Diisopropylethylamine → (3-{[(Benzo[1,2,5]oxadiazole4-sulfonyl)-(4-butyl-benzyl)-amino]-methyl}-phenyl)-acetic acid methyl ester

HRID 890786

반응식

HRID 890786 반응식
[N:1]1[O:5][N:4]=[C:3]2[C:6]([S:10](Cl)(=[O:12])=[O:11])=[CH:7][CH:8]=[CH:9][C:2]=12.[CH3:14][O:15][C:16](=[O:37])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][NH:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:33][CH2:34][CH2:35][CH3:36])=[CH:29][CH:28]=2)[CH:19]=1.C(N(CC)C(C)C)(C)C>ClCCCl.CCOC(C)=O>[CH3:14][O:15][C:16](=[O:37])[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH2:24][N:25]([S:10]([C:6]2[C:3]3=[N:4][O:5][N:1]=[C:2]3[CH:9]=[CH:8][CH:7]=2)(=[O:12])=[O:11])[CH2:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:33][CH2:34][CH2:35][CH3:36])=[CH:29][CH:28]=2)[CH:19]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 27354462,1,3-Benzoxadiazole-4-sulfonyl chlorideHCID 54268705(3-((4-Butyl-benzylamino)-methyl)-phenyl)-acetic acid methyl ester

생성물 1

HCID 69544491(3-{[(Benzo[1,2,5]oxadiazole4-sulfonyl)-(4-butyl-benzyl)-amino]-methyl}-phenyl)-acetic acid methyl ester

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 8857Ethyl Acetate용매

실험 절차

Benzofurazan-4-sulfonyl chloride (109 mg, 0.50 mmol) was added to a solution of {3-[(4-butyl-benzylamino)-methyl]-phenyl}-acetic acid methyl ester (163 mg, 0.50 mmol) and N,N-diisopropylethylamine (65 mg, 0.50 mmol) in 1,2-dichloroethane. The reaction mixture was stirred at room temperature for 20 h. The reaction was diluted with EtOAc and the organic solution was washed with water followed by brine. The organic solution was dried over MgSO4, filtered, and concentrated to afford (3-{[(benzo[1,2,5]oxadiazole-4-sulfonyl)-(4-butyl-benzyl)-amino]-methyl}-phenyl)-acetic acid methyl ester. 1H NMR (400 MHz, CDCl3) δ 7.95 (d, 1H), 7.88 (d, 1H), 7.37–7.41 (m, 1H), 7.06–7.10 (m, 2H), 6.90–6.97 (m, 6H), 4.56 (s, 2H), 4.51 (s, 2H), 3.66 (s, 3H), 3.45 (s, 2H), 2.48 (t, 2H), 1.45–1.53 (m, 2H), 1.23–1.32 (m, 2H), 0.89 (t, 3H); MS 508 (M+18).

후처리

  1. washthe organic solution was washed with water
  2. dry with materialThe organic solution was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b18d816721d64d0da63f528d21467f60
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06998423B2

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