Trifluoroacetic acid → HCID 11634981、化合物

HRID 1428064ノート

反応式

HRID 1428064 の反応式
[C:1]1([C:7]2[CH:12]=[C:11]([CH:13]3[CH2:18][CH2:17][N:16]([O:19][CH3:20])[CH2:15][CH2:14]3)[CH:10]=[CH:9][C:8]=2[NH:21][C:22]([C:24]2[N:25](COCC[Si](C)(C)C)[CH:26]=[C:27]([C:29]#[N:30])[N:28]=2)=[O:23])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[C:39]([OH:45])([C:41]([F:44])([F:43])[F:42])=[O:40]>C(Cl)Cl.CCO>[F:42][C:41]([F:44])([F:43])[C:39]([OH:45])=[O:40].[C:1]1([C:7]2[CH:12]=[C:11]([CH:13]3[CH2:18][CH2:17][N:16]([O:19][CH3:20])[CH2:15][CH2:14]3)[CH:10]=[CH:9][C:8]=2[NH:21][C:22]([C:24]2[NH:28][C:27]([C:29]#[N:30])=[CH:26][N:25]=2)=[O:23])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 59128589HCID 59128589、化合物

生成物 1

HCID 11634981HCID 11634981、化合物収率 58%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid [2-cyclohex-1-enyl-4-(1-methoxy-piperidin-4-yl)-phenyl]-amide (as prepared in previous step, 31 mg, 0.020 mmol) in DCM (0.5 mL) and EtOH (11 μL) was added TFA (0.1 mL). The resulting solution was stirred at RT for 6 h. The reaction mixture was concentrated in vacuo and the resulting residue was dried for 1 h, suspended in ether (10 mL) and sonicated for 5 min. The solid formed was collected by suction filtration to obtain the title compound (17.3 mg, 58%). 1H-NMR (DMSO; 400 MHz): δ 9.70 (s, 1H), 8.30 (s, 1H), 7.83 (d, 1H, J=8.4 Hz), 7.14 (d, 1H, J=8.4 Hz), 7.05 (s, 1H), 5.71 (br s, 1H), 3.30-3.55 (m, 5H), 2.41-2.62 (m, 2H), 2.12-2.19 (m, 4H), 1.60-1.85 (m, 8H). Mass spectrum (ESI, m/z): Calcd. for C23H27N5O2, 406.2 (M+H). found 406.1.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting residue was dried for 1 h
  3. customsonicated for 5 min
  4. customThe solid formed
  5. filtrationwas collected by suction filtration

出典と根拠

ORDレコード
ord-fe47728c101b4e66997b88d211c9416b
出典データセット
uspto-grants-2015_01
特許番号
US08933091B2

反応ノート

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