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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
ノート
印刷プレビュー

反応式

HRID 1038053 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 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

生成物 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 ester収率 68.6%

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b0b66aa7bb0d45b28818d7c797a1cad5
出典データセット
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08546404B2

反応ノート

読み込み中…

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