Triethylamine → HCID 10108897、化合物

HRID 1269372ノート

反応式

HRID 1269372 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1.[O:16]1[C:21]2[CH:22]=[CH:23][C:24]([NH2:26])=[CH:25][C:20]=2[O:19][CH2:18][CH2:17]1.C(N(CC)CC)C>O1CCCC1>[Cl:1][C:2]1[N:7]=[C:6]([NH:26][C:24]2[CH:23]=[CH:22][C:21]3[O:16][CH2:17][CH2:18][O:19][C:20]=3[CH:25]=2)[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 167664,6-dichloro-N-phenyl-1,3,5-triazin-2-amineHCID 891481,4-Benzodioxan-6-ylamine

生成物 1

HCID 10108897HCID 10108897、化合物収率 69%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 4,6-dichloro-N-phenyl-[1,3,5]triazine-2-amine (95 mg, 0.39 mmoles) in tetrahydrofuran (2 ml) was added a solution of 1,4-benzodioxan-6-amine (64 mg, 0.42 mmoles) and triethylamine (0.07 ml, 0.50 mmoles) in tetrahydrofuran (0.5 ml). After stirring for 24 hours, the mixture was concentrated under vacuum and the residue was dissolved in ethyl acetate (10 ml). The solution was washed with a solution composed of saturated aqueous sodium chloride solution and 1 M hydrochloric acid (1:1, 2×10 ml), dried over sodium sulfate, filtered, and concentrated under vacuum. The residue was purified by flash chromatography on silica gel eluting with 25% ethyl acetate-hexanes to provide CT-32028 (97 mg, 69% yield). 1H NMR (d6-DMSO) δ 9.88–10.28 (m, 2H), 7.60–7.85 (m, 2H), 7.20–7.40 (m, 3H), 6.96–7.10 (m, 2H), 6.77–6.81 (m, 1H), 4.21 (s, 4H).

後処理

  1. concentrationthe mixture was concentrated under vacuum
  2. dissolutionthe residue was dissolved in ethyl acetate (10 ml)
  3. washThe solution was washed with a solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customThe residue was purified by flash chromatography on silica gel eluting with 25% ethyl acetate-hexanes
  8. customto provide CT-32028 (97 mg, 69% yield)

出典と根拠

ORDレコード
ord-e5c12e355c6e4d02bb848f034360030d
出典データセット
uspto-grants-2007_04
特許番号
US07199238B2

反応ノート

読み込み中…