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Triethylamine → 3-Methoxymethyl-1-{2-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-acetyl}-pyrrolidine-3-carboxylic acid methyl ester

HRID 1038053
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인쇄 미리보기

반응식

HRID 1038053 반응식
[C:1](O)(=O)[CH:2](C(C(O)=O)O)[OH:3].[CH3:11][O:12][C:13]([C:15]1([CH2:20][O:21][CH3:22])[CH2:19][CH2:18][NH:17][CH2:16]1)=[O:14].ClCC([N:27]1[CH2:32][CH:31]=[C:30]([C:33]2[CH:38]=[CH:37][C:36]([C:39]3[N:44]=[CH:43][CH:42]=[CH:41][N:40]=3)=[CH:35][CH:34]=2)[CH2:29][CH2:28]1)=O.C(N(CC)CC)C>C(#N)C>[CH3:11][O:12][C:13]([C:15]1([CH2:20][O:21][CH3:22])[CH2:19][CH2:18][N:17]([C:2](=[O:3])[CH2:1][N:27]2[CH2:32][CH:31]=[C:30]([C:33]3[CH:38]=[CH:37][C:36]([C:39]4[N:44]=[CH:43][CH:42]=[CH:41][N:40]=4)=[CH:35][CH:34]=3)[CH2:29][CH2:28]2)[CH2:16]1)=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 589464332-Chloro-1-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanoneHCID 689606333-Methoxymethyl-pyrrolidine-3-carboxylic acid methyl ester tartaric acid salt

생성물 1

HCID 674196363-Methoxymethyl-1-{2-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-acetyl}-pyrrolidine-3-carboxylic acid methyl ester수율 68.6%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

3-Methoxymethyl-pyrrolidine-3-carboxylic acid methyl ester tartaric acid salt 1.54 gm, 4.85 mmol) in 25 ml of acetonitrile was added 2-Chloro-1-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone (2.2 gm, 5.82 mmol), triethylamine (3.4 ml, 24.3 mmol) and the reaction mixture stirred at 80 C for 18 hrs. The reaction mixture was evaporated, and extracted into dichloromethane from water. The dichloromethane extracts were dried over Na2SO4, filtered and evaporated. The mixture was chromatographed on silica gel using 2-3% MeOH/dichlormethane to obtain 1.5 gm of title compound.

후처리

  1. customThe reaction mixture was evaporated
  2. extractionextracted into dichloromethane from water
  3. dry with materialThe dichloromethane extracts were dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated
  6. customThe mixture was chromatographed on silica gel using 2-3% MeOH/dichlormethane

출처 및 근거

ORD 기록
ord-b0b66aa7bb0d45b28818d7c797a1cad5
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08546404B2

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