Triethylamine → HCID 59655975、化合物

HRID 2054610ノート

反応式

HRID 2054610 の反応式
[CH2:1]([C:8]1[N:13]=[C:12](Cl)[CH:11]=[C:10]([Cl:15])[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:17][O:18][C:19](=[O:23])[CH2:20][CH2:21][NH2:22].C(N(CC)CC)C>CN(C=O)C.O>[CH3:17][O:18][C:19](=[O:23])[CH2:20][CH2:21][NH:22][C:12]1[CH:11]=[C:10]([Cl:15])[N:9]=[C:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[N:13]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 2734767Methyl 3-aminopropanoate hydrochlorideHCID 27752592-benzyl-4,6-dichloropyrimidine

生成物 1

HCID 59655975HCID 59655975、化合物収率 82.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

0.503 g (2.1 mmole) of 2-benzyl-4,6-dichloro-pyrimidine was dissolved in 10 mls of DMF. To this solution was added 0.340 g of 3-amino-propionic acid methyl ester HCl. Next 0.6 mls of triethyl amine 94.3 mmoles) was added dropwise and the reaction stirred at room temperature for 12 hours. The reaction was diluted with 10 mls of H2O and extracted with two portions of EtOAc. The combined organic layers were washed with two portions of saturated NaCl solution, dried over MgSO4, filter and evaporated under reduced pressure to yield a crude oil. This material was chromatographed on silica gel with 10% Ethyl Acetate-90% Heptane as the eluent. 3-(2-benzyl-6-chloro-pyrimidin-4-ylamino)-propionic acid methyl ester (0.531 g, 79%) was isolated a clear oil.

後処理

  1. extractionextracted with two portions of EtOAc
  2. washThe combined organic layers were washed with two portions of saturated NaCl solution
  3. dry with materialdried over MgSO4
  4. filtrationfilter
  5. customevaporated under reduced pressure
  6. customto yield a crude oil
  7. customThis material was chromatographed on silica gel with 10% Ethyl Acetate-90% Heptane as the eluent

出典と根拠

ORDレコード
ord-ce4ae4f33d914183aeb4895fd62fba10
出典データセット
uspto-grants-2008_02
特許番号
US07329680B2

反応ノート

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