1,3-Difluoro-5-isocyanatobenzene → HCID 90266348、化合物

HRID 631841ノート

反応式

HRID 631841 の反応式
[F:1][C:2]1[CH:7]=[C:6]([N:8]=[C:9]=[O:10])[CH:5]=[C:4]([F:11])[CH:3]=1.[F:12][C:13]1[C:14](=[NH:21])[N:15]([CH3:20])[C:16](=[O:19])[NH:17][CH:18]=1>CN(C=O)C>[F:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]([N:17]2[CH:18]=[C:13]([F:12])[C:14](=[NH:21])[N:15]([CH3:20])[C:16]2=[O:19])=[O:10])[CH:5]=[C:4]([F:11])[CH:3]=1

参加物

4

反応物 2

HCID 27792821,3-Difluoro-5-isocyanatobenzeneHCID 178481639HCID 178481639、化合物

生成物 1

HCID 90266348HCID 90266348、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1,3-Difluoro-5-isocyanatobenzene (119 mg, 0.769 mmol) was added to a solution of 5-fluoro-4-imino-3-methyl-3,4-dihydropyrimidin-2(1H)-one (100 mg, 0.699 mmol) in DMF (1.8 mL) and stirred overnight at room temperature. The solution was then concentrated under vacuum and the resulting residue stirred in dichloromethane (2 mL) for 30 min. The solids were filtered and washed with dichloromethane (2×3 mL) and dried under vacuum to afford the title compound; mp 203.0-204.5° C.; 1H NMR (400 MHz, CDCl3) δ 11.03 (s, 1H), 9.87 (s, 1H), 7.68 (d, J=6.2 Hz, 1H), 7.25 (d, J=7.4 Hz, 2H), 6.80 (s, 1H), 3.25 (s, 3H); 13C NMR (101 MHz, DMSO-d6) δ 163.77, 163.62, 161.36, 161.21, 158.57, 149.14, 146.14, 145.90, 142.72, 142.58, 142.44, 138.68, 136.41, 122.85, 122.52, 101.05, 100.76, 97.32, 97.06, 96.79, 29.43; ESIMS m/z 299.0 ([M+H]+).

後処理

  1. concentrationThe solution was then concentrated under vacuum
  2. stirringthe resulting residue stirred in dichloromethane (2 mL) for 30 min
  3. filtrationThe solids were filtered
  4. washwashed with dichloromethane (2×3 mL)
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-7ec31520f4b34247abd0985fff98ba0e
出典データセット
uspto-grants-2016_04
特許番号
US09321734B2

反応ノート

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