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

HRID 2217273노트

반응식

HRID 2217273 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

반응 조건

온도
160 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-af269a2a1250438b93f08d781c7c75c5
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407963B2

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