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Sodium Bicarbonate → 8-[(4-Bromophenyl)methyl]-4-methyl-2-methoxymethyl-5,8-dihydro-6H-pyrido[2,3-d]pyrimidin-7-one

HRID 129009
ノート
印刷プレビュー

反応式

HRID 129009 の反応式
Cl[C:2]1[C:7]([CH2:8][CH2:9][C:10]([O:12]CC)=O)=[C:6]([CH3:15])[N:5]=[C:4]([CH2:16][O:17][CH3:18])[N:3]=1.Cl.[Br:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH2:26])=[CH:23][CH:22]=1.C([O-])(O)=O.[Na+]>C(O)CCC>[Br:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][N:26]2[C:2]3[N:3]=[C:4]([CH2:16][O:17][CH3:18])[N:5]=[C:6]([CH3:15])[C:7]=3[CH2:8][CH2:9][C:10]2=[O:12])=[CH:23][CH:22]=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 3

HCID 516892Sodium BicarbonateHCID 27240964-Bromobenzylamine hydrochlorideHCID 19372999Ethyl 3-(4-Chloro-6-methyl-2-methoxymethylpyrimidin-5-yl)propionate

生成物 1

HCID 149168398-[(4-Bromophenyl)methyl]-4-methyl-2-methoxymethyl-5,8-dihydro-6H-pyrido[2,3-d]pyrimidin-7-one収率 73.6%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A mixture of ethyl 3-(4-chloro-6-methyl-2-methoxymethylpyrimidin-5-yl)propionate (3.6 g, 0.013 mol), 4-bromobenzylamine hydrochloride (3.0 g, 0.013 mol), NaHCO3 (2.4 g, 0.028 mol), and nBuOH (25 mL) was heated under reflux for 24 h. The mixture was concentrated, taken up in water, and extracted with CH2Cl2. The combined extracts were dried (MgSO4) and concentrated to give a brown oil. Purification by flash chromatography (5% MeOH/CH2Cl2) gave 3.6 g (72%) of product as an off-white solid, mp 64°-66° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 24 h
  3. concentrationThe mixture was concentrated
  4. extractionextracted with CH2Cl2
  5. dry with materialThe combined extracts were dried (MgSO4)
  6. concentrationconcentrated
  7. customto give a brown oil
  8. customPurification by flash chromatography (5% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-83ecdc475cbd4350ac3d23162a740bd2
出典データセット
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05466692

反応ノート

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