Trifluoroacetic acid → HCID 90409062, 화합물

HRID 871089노트

반응식

HRID 871089 반응식
[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

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 90409408HCID 90409408, 화합물

생성물 1

HCID 90409062HCID 90409062, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-e33b7e22ad0f4cc5842e07fca30ed8dd
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969375B2

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