Methane → 3,4-dihydro-7-hydroxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinone

HRID 2217273ノート

反応式

HRID 2217273 の反応式
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][N:8]([CH:14]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:16][CH2:15]3)[C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1.C(=O)([O-])O.[Na+].C>O.C(#N)C>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][N:8]([CH:14]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:16][CH2:15]3)[C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1

参加物

7

反応物 4

HCID 297MethaneHCID 516892Sodium BicarbonateHCID 10176127Pyridinium chlorideHCID 179586843,4-dihydro-7-methoxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinone

生成物 1

HCID 179586913,4-dihydro-7-hydroxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinone

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
160 °C

実験手順

A mixture of 18.0 g (0.0512 mol) of 3,4-dihydro-7-methoxy-3-(1-phenylmethyl-4-piperidinyl)-2(1H)-quinazolinone and 100 g of pyridine hydrochloride was heated to 160° C. with stirring for 3 hours. After cooling, the product was dissolved in 500 mL of water, the solution obtained was carefully treated with excess solid sodium hydrogen carbonate, whereupon a highly viscous oil was precipitated. This oil was taken up in 150 mL of methanol, the methanolic solution formed was clarified over activated charcoal, then freed from solvent in vacuo once more. The residue was stirred with 50 mL of acetonitrile and then brought to the boil. It was left to cool and the precipitate formed was suction filtered and dried in vacuo at ambient temperature. Yield: 10.8 g (63% of theoretical). Rf=0.32 (MP F). IR (KBr): 1649 (C═O) cm−1; MS: M+=337.

後処理

  1. temperatureAfter cooling
  2. customthe solution obtained
  3. customwas precipitated
  4. customthe methanolic solution formed
  5. waitIt was left
  6. temperatureto cool
  7. customthe precipitate formed
  8. filtrationfiltered
  9. customdried in vacuo at ambient temperature

出典と根拠

ORDレコード
ord-af269a2a1250438b93f08d781c7c75c5
出典データセット
uspto-grants-2008_08
特許番号
US07407963B2

反応ノート

読み込み中…