Isopropanol → HCID 9995187, compound

HRID 1900649Notes

Reaction equation

HRID 1900649 reaction equation
C(O)(C)C.[CH2:5]([NH2:15])[C:6]1[CH:14]=[CH:13][C:12]2[O:11][CH2:10][O:9][C:8]=2[CH:7]=1.Cl[C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[C:24]([C:27]#[N:28])[CH:25]=2)[N:20]=[CH:19][N:18]=1>C(N(CC)CC)C>[CH2:10]1[O:11][C:12]2[CH:13]=[CH:14][C:6]([CH2:5][NH:15][C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([C:27]#[N:28])[CH:25]=4)[N:20]=[CH:19][N:18]=3)=[CH:7][C:8]=2[O:9]1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 100127274-chloroquinazoline-6-carbonitrile

Product 1

HCID 9995187HCID 9995187, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

15 ml of isopropyl alcohol, 75 mg of triethylamine and 125 mg of piperonylamine were added to 140 mg of 4-chloro-6-cyanoquinazoline. The obtained mixture was heated under reflux for 5 hours and filtered to recover a precipitate. This precipitate was introduced to a silica gel column, followed by eluting with ethyl acetate to give 200 mg of the title compound.

Workup

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux for 5 hours
  3. filtrationfiltered
  4. customto recover a precipitate
  5. additionThis precipitate was introduced to a silica gel column
  6. washby eluting with ethyl acetate

Sources & evidence

ORD record
ord-0ea45d04cdf047c4b46941ca9715179a
Source dataset
uspto-grants-1996_11
Patent number
US05576322

Reaction notes

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