Triethylamine → HCID 67015722、化合物

HRID 1617975ノート

反応式

HRID 1617975 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([C:8](=[O:33])[CH2:9][C@H:10]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][CH:27]([C:30]([OH:32])=O)[CH2:26][CH2:25]3)=[CH:20][CH:19]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH:5]=[CH:4][N:3]=1.C([N:36](CC)CC)C.[B-](F)(F)(F)F.CN(C(ON1N=NC2C1=CC=CC=2)=[N+](C)C)C.[Cl-].[NH4+]>O1CCCC1>[CH3:1][C:2]1[CH:7]=[C:6]([C:8](=[O:33])[CH2:9][C@H:10]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][CH:27]([C:30]([NH2:36])=[O:32])[CH2:26][CH2:25]3)=[CH:20][CH:19]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 66666008HCID 66666008、化合物

生成物 1

HCID 67015722HCID 67015722、化合物収率 131.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of (R)-1-(4-(3-(2-methylpyridin-4-yl)-3-oxo-1-o-tolylpropyl)phenyl)-piperidine-4-carboxylic acid (100 mg, 226 μmol), triethylamine (229 mg, 2.26 mmol) and 0-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (218 mg, 678 μmol) in tetrahydrofuran (5 mL) was stirred at room temperature for 15 min, then treated with ammonium chloride (96.7 mg, 1.81 mmol), then after 20 h partitioned between sat. aq. ammonium chloride solution and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and evaporated to produce the crude title compound (131 mg), which was directly used in the next step. Yellow oil, MS (ESI+): m/z=442.4 ([M+H]+).

後処理

  1. customafter 20 h partitioned between sat. aq. ammonium chloride solution and ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-b05a27cc64a84a39a71eda2db5ab5154
出典データセット
uspto-grants-2014_07
特許番号
US08765730B2

反応ノート

読み込み中…