Methyl 4-methyl-3-oxopentanoate → 1-(2-(2,6-dimethylphenyl)-4-methoxy-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-4-methylpentane-1,3-dione

HRID 80765

反応式

HRID 80765 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]1[N:10]=[C:11]([O:19][CH3:20])[C:12]2[CH2:18][NH:17][CH2:16][CH2:15][C:13]=2[N:14]=1.[CH3:21][CH:22]([CH3:30])[C:23](=[O:29])[CH2:24][C:25](OC)=[O:26]>CN(C1C=CN=CC=1)C.C1(C)C=CC=CC=1>[CH3:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[C:9]1[N:10]=[C:11]([O:19][CH3:20])[C:12]2[CH2:18][N:17]([C:25](=[O:26])[CH2:24][C:23](=[O:29])[CH:22]([CH3:30])[CH3:21])[CH2:16][CH2:15][C:13]=2[N:14]=1

参加物

5

反応物 2

HCID 2759969Methyl 4-methyl-3-oxopentanoateHCID 712446992-(2,6-Dimethylphenyl)-4-methoxy-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

生成物 1

HCID 866902521-(2-(2,6-dimethylphenyl)-4-methoxy-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-4-methylpentane-1,3-dione

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1140Toluene溶媒

反応条件

温度
150 °C

実験手順

A mixture of 2-(2,6-dimethylphenyl)-4-methoxy-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (4.8 g, 17.82 mmol), methyl 4-methyl-3-oxopentanoate (5.14 g, 35.6 mmol), and DMAP (0.327 g, 2.67 mmol) was dissolved in toluene (70 mL). The mixture was evenly divided into four 20 mL microwave vials. Each vial was heated to 150° C. for 30 min via microwave irradiation. The reaction mixtures were combine and directly concentrated. The resulting residue was purified via silica gel FCC (0-80% EtOAc/heptane) to give 1-(2-(2,6-dimethylphenyl)-4-methoxy-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-4-methylpentane-1,3-dione. MS (ESI+) m/z 382.3 (M+H)+.

後処理

  1. customThe reaction mixtures
  2. concentrationdirectly concentrated
  3. customThe resulting residue was purified via silica gel FCC (0-80% EtOAc/heptane)

出典と根拠

ORDレコード
ord-2d40f3e3235141af880e9afa258ab03e
出典データセット
uspto-grants-2014_09
特許番号
US08846656B2

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