Triethylamine → HCID 10108897、化合物

HRID 1821630ノート

反応式

HRID 1821630 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-b7cd4bf96273489993fd60ead467272f
出典データセット
uspto-grants-2009_10
特許番号
US07608620B2

反応ノート

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