Ethyl trifluoroacetate → HCID 49780367、化合物

HRID 929510ノート

反応式

HRID 929510 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[CH:13][CH:12]=2)=[O:9])[CH2:3][CH2:2]1.[F:22][C:23]([F:30])([F:29])[C:24](OCC)=[O:25]>C1COCC1>[F:22][C:23]([F:30])([F:29])[C:24]([N:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]([F:19])([F:20])[F:21])=[CH:13][CH:12]=2)=[O:9])[CH2:3][CH2:2]1)=[O:25]

参加物

4

反応物 2

HCID 9794Ethyl trifluoroacetateHCID 49780164HCID 49780164、化合物

生成物 1

HCID 49780367HCID 49780367、化合物収率 37.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Intermediate 42 (100 mg, 0.33 mmol) was dissolved in dry THF (1 mL), ethyl trifluoroacetate (30 μl 0.39 mmol) was added and the reaction was refluxed for 18 hours. The reaction was cooled to RT, evaporated and the residue chromatographed from EtOAc to give compound 53 (49 mg, 37%) as a white solid: Mp 150-154° C. 1H NMR (500 MHz, DMSO-d6) δ 8.59 (s, 1H), 7.47 (d, J=9.0 Hz, 2H), 7.22 (d, J=8.6 Hz, 2H), 6.27 (d, J=7.6 Hz, 1H), 4.15 (d, J=13.1 Hz, 1H), 3.80 (d, J=11.1 Hz, 2H), 3.38 (t, J=11.9 Hz, 1H), 3.11 (t, J=12.1 Hz, 1H), 1.94 (t, J=15.2 Hz, 2H), 1.46-1.34 (m, 2H). Purity 100%. HRMS calculated for C15H15F6N3O3+H+ 400.1096. found (ESI(+), [M+H]) 400.1078.

後処理

  1. temperaturethe reaction was refluxed for 18 hours
  2. customevaporated
  3. customthe residue chromatographed from EtOAc

出典と根拠

ORDレコード
ord-705d03fa931940559e4e488cc04d5929
出典データセット
uspto-grants-2016_03
特許番号
US09296693B2

反応ノート

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