HCID 21287994, compound → HCID 23155639, compound

HRID 1714797Notes

Reaction equation

HRID 1714797 reaction equation
[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[N:4]=[C:3]1SC.[NH2:15][CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][N:22]([C:25]2[CH:34]=[CH:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[N:26]=2)[CH2:21][CH2:20]1>>[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[N:4]=[C:3]1[NH:15][CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][N:22]([C:25]2[CH:34]=[CH:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[N:26]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 21287994HCID 21287994, compoundHCID 23155891HCID 23155891, compound

Product 1

HCID 23155639HCID 23155639, compoundYield 48.6%

Conditions

Temperature
140 °C

Procedure

A mixture of 420 mg of 3-methyl-2-methylsulfanyl-5,6,7,8-tetrahydro-3H-quinazolin-4-one as synthesized in Step 7-29-A and 540 mg of 2-[4-(3-aminopropyl)piperazin-1-yl]quinoline as synthesized in above Step 7-29-B was heated under stirring at 140° C. for 6 hours. The residue was purified on silica gel column chromatography (chloroform:methanol=10:1) to provide 420 mg (48%) of 3-methyl-2-[3-(4-quinolin-2-ylpiperazin-1-yl)propylamino]-5,6,7,8-tetrahydro-3H-quinazolin-4-one.

Workup

  1. customas synthesized in above Step 7-29-B
  2. temperaturewas heated
  3. customThe residue was purified on silica gel column chromatography (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-631369e7b9724b0ab9a790471367fb56
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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