Triethylamine → HCID 69455767、化合物

HRID 2370920ノート

反応式

HRID 2370920 の反応式
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH:9]([C:15]2[N:16]=[CH:17][NH:18][CH:19]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.Br[CH:21]1[CH2:26][CH2:25][N:24]([C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])[CH2:23][CH2:22]1.C(N(CC)CC)C.CC(=O)OCC.O>C1COCC1>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH:9]([C:15]2[N:16]=[CH:17][N:18]([CH:21]3[CH2:26][CH2:25][N:24]([C:27]([O:29][CH2:30][C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)=[O:28])[CH2:23][CH2:22]3)[CH:19]=2)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 2776275Benzyl 4-bromotetrahydro-1(2H)-pyridinecarboxylateHCID 22728543Water ethylacetateHCID 178470993HCID 178470993、化合物

生成物 1

HCID 69455767HCID 69455767、化合物収率 30%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 60.1 mg (0.23 mmol) of the compound from example 1g, 68.9 mg (0.23 mol) of 4-bromo-1-benzyloxycarbonylpiperidine, 97 μl (0.69 mmol) of triethylamine in 1 ml of absolute THF was treated in a microwave at 180° C. for 2 h. The reaction solution was then mixed with 2 ml of EA/water (1:1), and the EA phase was separated off and dried over Na2SO4. Filtering, stripping off the solvent and purifying the remaining residue by chromatography on RP silica gel with CH3CN/water/0.1% TFA as mobile phase afforded 33 mg of the title compound as bistrifluoroacetate.

後処理

  1. customthe EA phase was separated off
  2. dry with materialdried over Na2SO4
  3. filtrationFiltering
  4. custompurifying the remaining residue by chromatography on RP silica gel with CH3CN/water/0.1% TFA as mobile phase

出典と根拠

ORDレコード
ord-11efb4951be344c0815461006f9a879d
出典データセット
uspto-grants-2014_04
特許番号
US08710232B2

反応ノート

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