Hydrochloric Acid → 2-[2-(4-Cyanophenyl)-ethyl]-quinazoline-7-carboxylic acid

HRID 50366Notes

Reaction equation

HRID 50366 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:20]=[CH:19][C:18]3[C:13](=[CH:14][C:15]([C:21]([O:23]C)=[O:22])=[CH:16][CH:17]=3)[N:12]=2)=[CH:5][CH:4]=1)#[N:2].O1CCCC1.Cl>[OH-].[Li+]>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:20]=[CH:19][C:18]3[C:13](=[CH:14][C:15]([C:21]([OH:23])=[O:22])=[CH:16][CH:17]=3)[N:12]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 18412314Methyl 2-[2-(4-cyanophenyl)-ethyl]-quinazoline-7-carboxylate

Product 1

HCID 184124472-[2-(4-Cyanophenyl)-ethyl]-quinazoline-7-carboxylic acid

Reagents, catalysts & solvents 1

HCID 3939Lithium HydroxideSolvent

Procedure

0.3 g (0.94 mmol) of methyl 2-[2-(4-cyanophenyl)ethyl]quinazoline-7-carboxylate were dissolved in 4.7 mL of 1N lithium hydroxide solution and 4 mL of tetrahydrofuran and stirred for 3 hours at ambient temperature. Then 4.7 mL of 1N hydrochloric acid were added and the mixture was stirred for 30 minutes. The product precipitated was suction filtered, washed with water, and dried. Yield: 0.30 g (100% of theory); Rf value: 0.1 (silica gel, ethyl acetate/cyclohexane=1:1).

Workup

  1. customThe product precipitated
  2. filtrationfiltered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-d54d1aad0a084f51af5e977deba2dd65
Source dataset
uspto-grants-2004_03
Patent number
US06710055B2

Reaction notes

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