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

HRID 890786

反応式

HRID 890786 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-b18d816721d64d0da63f528d21467f60
出典データセット
uspto-grants-2006_02
特許番号
US06998423B2

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