HCID 22648122、化合物 → N-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]-1-methyl-1H-imidazole-4-sulfonamide

HRID 394197ノート

反応式

HRID 394197 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([NH:18][S:19]([C:22]2[N:23]=[CH:24][N:25]([CH3:27])[CH:26]=2)(=[O:21])=[O:20])[CH:15]=[C:14]2[C:9]=1[CH2:10][N:11](CC1C=CC(OC)=CC=1)[C:12](=[O:36])[N:13]2[C:28]1[C:33]([Cl:34])=[CH:32][CH:31]=[CH:30][C:29]=1[Cl:35]>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:17]=[C:16]([NH:18][S:19]([C:22]2[N:23]=[CH:24][N:25]([CH3:27])[CH:26]=2)(=[O:21])=[O:20])[CH:15]=[C:14]2[C:9]=1[CH2:10][NH:11][C:12](=[O:36])[N:13]2[C:28]1[C:29]([Cl:35])=[CH:30][CH:31]=[CH:32][C:33]=1[Cl:34]

参加物

3

反応物 1

HCID 22648122HCID 22648122、化合物

生成物 1

HCID 22648114N-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]-1-methyl-1H-imidazole-4-sulfonamide

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A solution of N-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-3-(4-methoxybenzyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]-1-methyl-1H-imidazole-4-sulfonamide (114 mg, 0.17 mmol) in 1.5 mL of trifluoroacetic acid was stirred at rt overnight. The resulting reaction mixture was concentrated under reduced pressure, diluted with CH2Cl2 and washed with saturated aqueous NaHCO3 followed by brine. The organic layer was dried with Na2SO4 and concentrated under reduced pressure. The crude solid was purified by preparatory thin-layer chromatography, eluting with 90:10 CH2Cl2-2M NH3 in methanol to yield N-[5-(2-chlorophenyl)-1-(2,6-dichlorophenyl)-2-oxo-1,2,3,4-tetrahydroquinazolin-7-yl]-1-methyl-1H-imidazole-4-sulfonamide. Mass spectrum (ESI) 562 (M+1). 1H NMR (500 MHz, DMSO-d6): δ 3.67 (s, 3H); 3.93 (½ ABq, J=14.9 Hz, 1H); 3.99 (½ ABq, J=14.9 Hz, 1H); 4.02 (s, 1H); 5.95 (d, J=2.1 Hz, 1H); 6.55 (d, J=1.9 Hz, 1H); 7.30 (m, 2H); 7.35 (s, 1H); 7.43 (m, 2H); 7.58 (m, 2H); 7.69 (s, 1H); 7.72 (d, J=8.2 Hz, 2H).

後処理

  1. customThe resulting reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. additiondiluted with CH2Cl2
  4. washwashed with saturated aqueous NaHCO3
  5. dry with materialThe organic layer was dried with Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe crude solid was purified by preparatory thin-layer chromatography
  8. washeluting with 90:10 CH2Cl2-2M NH3 in methanol

出典と根拠

ORDレコード
ord-cec985d65bf445e0b1534fd62b37c7b0
出典データセット
uspto-grants-2004_10
特許番号
US06809199B2

反応ノート

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