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Methyl 2,4-dichloropyrimidine-6-carboxylate → methyl 2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylate

HRID 2353636
ノート
印刷プレビュー

反応式

HRID 2353636 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4](Cl)[N:3]=1.[CH3:13][C@H:14]1[CH2:19][O:18][CH2:17][CH2:16][NH:15]1>C(Cl)Cl.C(N(CC)CC)C>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4]([N:15]2[CH2:16][CH2:17][O:18][CH2:19][C@@H:14]2[CH3:13])[N:3]=1
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 2

HCID 239689Methyl 2,4-dichloropyrimidine-6-carboxylateHCID 12012220(3S)-3-methylmorpholine

生成物 1

HCID 59379939methyl 2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylate収率 48%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

Methyl 2,6-dichloropyrimidine-4-carboxylate (5.00 g) was dissolved in DCM (120 mL). (3S)-3-Methylmorpholine (2.49 g) dissolved in triethylamine (3.70 mL) and DCM (10 mL) was added dropwise to the solution over 10 minutes. The reaction was left to stir at room temperature for 1 hour then the mixture concentrated in vacuo and dissolved in DCM (300 mL). The organics were washed with water (150 mL) and dried (MgSO4). The crude material was chromatographed on silica, eluting with 2.5% methanol in DCM, to give the desired compound (3.15 g) as a white solid.

後処理

  1. waitThe reaction was left
  2. concentrationthe mixture concentrated in vacuo
  3. dissolutiondissolved in DCM (300 mL)
  4. washThe organics were washed with water (150 mL)
  5. dry with materialdried (MgSO4)
  6. customThe crude material was chromatographed on silica
  7. washeluting with 2.5% methanol in DCM

出典と根拠

ORDレコード
ord-952bcc14d9a44bd6b9c899bda223d360
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07750003B2

反応ノート

読み込み中…

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