Trifluoroacetic acid → HCID 90409062、化合物

HRID 871089ノート

反応式

HRID 871089 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[CH2:5][N:6]1[C:10]2[CH:11]=[C:12]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]4[NH:21][C:22]([C:24]5[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH:25]=5)=[CH:23][C:16]=34)[CH:13]=[CH:14][C:9]=2[N:8]=[CH:7]1.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[CH2:5][N:6]1[C:10]2[CH:11]=[C:12]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]4[NH:21][C:22]([C:24]5[CH2:29][CH2:28][NH:27][CH2:26][CH:25]=5)=[CH:23][C:16]=34)[CH:13]=[CH:14][C:9]=2[N:8]=[CH:7]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 90409408HCID 90409408、化合物

生成物 1

HCID 90409062HCID 90409062、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of Example 14D (92.0 mg, 0.176 mmol) in dichloromethane (4 mL) was treated with trifluoroacetic acid (0.14 mL, 1.8 mmol) and the mixture was stirred for 3 hours and concentrated. The residue was dissolved in 2 mL of methanol and slowly treated with 3 mL 2M hydrogen chloride in ether. The suspension was stirred for 15 minutes and diluted with ether. The solids were filtered, washed with ether, treated with aqueous sodium bicarbonate, filtered, washed with water and concentrated to give the title compound. 1H NMR (500 MHz, dimethylsulfoxide-d6) δ 2.23-2.29 (m, 2H), 2.92 (t, J=5.6 Hz, 2H), 3.38-3.46 (m, 1H), 5.64 (s, 2H), 6.33 (d, J=1.9 Hz, 1H), 6.53 (s, 1H), 7.11-7.17 (m, 3H), 7.19-7.25 (m, 1H), 7.40 (td, J=7.9, 6.1 Hz, 1H), 7.59 (dd, J=8.3, 1.6 Hz, 1H), 7.83 (d, J=8.3 Hz, 1H), 7.90 (d, J=1.6 Hz, 1H), 8.22 (d, J=5.0 Hz, 1H), 8.54 (s, 1H), 11.81 (bs, 1H) MS (ESI+) m/z 424.2 (M+H)+.

後処理

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in 2 mL of methanol
  3. additionslowly treated with 3 mL 2M hydrogen chloride in ether
  4. stirringThe suspension was stirred for 15 minutes
  5. additiondiluted with ether
  6. filtrationThe solids were filtered
  7. washwashed with ether
  8. additiontreated with aqueous sodium bicarbonate
  9. filtrationfiltered
  10. washwashed with water
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-e33b7e22ad0f4cc5842e07fca30ed8dd
出典データセット
uspto-grants-2015_03
特許番号
US08969375B2

反応ノート

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