Triethylamine → HCID 59655975, 화합물

HRID 2054610노트

반응식

HRID 2054610 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 59655975HCID 59655975, 화합물수율 82.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ce4ae4f33d914183aeb4895fd62fba10
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07329680B2

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