Triethylamine → HCID 86612119、化合物

HRID 2114841ノート

反応式

HRID 2114841 の反応式
[CH3:1][O:2][C:3]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:4]=1[CH2:5][NH:6][CH2:7][C:8]1([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:12][CH2:11][CH2:10][CH2:9]1.CCN(CC)CC.[Br:34][CH2:35][C:36](Br)=[O:37]>C1COCC1>[Br:34][CH2:35][C:36]([N:6]([CH2:7][C:8]1([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:9][CH2:10][CH2:11][CH2:12]1)[CH2:5][C:4]1[CH:21]=[CH:22][C:23]([O:25][CH3:26])=[CH:24][C:3]=1[O:2][CH3:1])=[O:37]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 69317052HCID 69317052、化合物

生成物 1

HCID 86612119HCID 86612119、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of tert-butyl 1-{[(2,4-dimethoxybenzyl)amino]methyl}cyclopentyl-carbamate (3.20 g, 8.78 mmol) in anhydrous THF (25 mL) was added Et3N (1.35 mL, 9.65 mmol). The solution was cooled to 0° C., treated with bromoacetyl bromide (0.84 mL, 9.65 mmol), and stirred for 3 h. The reaction was poured into ice water and extracted three times into Et2O. The combined organics were dried over Na2SO4, filtered, and concentrated in vacuo. The resulting crude material was subjected to column chromatography eluting with a gradient of 0-100% EtOAc/hexanes. Collection and concentration of the appropriate fractions afforded the product.

後処理

  1. extractionextracted three times into Et2O
  2. dry with materialThe combined organics were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. washeluting with a gradient of 0-100% EtOAc/hexanes
  6. customCollection and concentration of the appropriate fractions
  7. customafforded the product

出典と根拠

ORDレコード
ord-27923f49efd54f78a537f04a4fd1d1a2
出典データセット
uspto-grants-2008_10
特許番号
US07435735B2

反応ノート

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