Potassium Carbonate → 8-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-2-carboxylic acid 3-(3-pyridyl)propyl ester

HRID 1583406Notes

Reaction equation

[CH3:1][CH:2]([C:4]1[CH:5]=[CH:6][C:7]2[N:16]([CH:17]=1)[C:15](=[O:18])[C:14]1[C:9](=[CH:10][CH:11]=[C:12]([C:19]([OH:21])=[O:20])[CH:13]=1)[N:8]=2)[CH3:3].Br.[N:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][CH2:30][CH2:31]Br)[CH:24]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.ClCCl>[N:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][CH2:30][CH2:31][O:20][C:19]([C:12]2[CH:13]=[C:14]3[C:9](=[CH:10][CH:11]=2)[N:8]=[C:7]2[CH:6]=[CH:5][C:4]([CH:2]([CH3:1])[CH3:3])=[CH:17][N:16]2[C:15]3=[O:18])=[O:21])[CH:24]=1

Participants

Conditions

Temperature: 70 °C

Procedure

A suspension of 0.60 g of 8-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-2-carboxylic acid, 0.63 g of 3-(3-pyridyl)propyl bromide hydrobromide and 0.62 g of potassium carbonate in 50 ml of dimethylformamide was stirred at a bath temperature of 70° C. for three hours. The mixture was diluted with dichloromethane and washed successively with water, 10% sodium hydroxide, and water and was dried over K2CO3. The residue obtained after evaporation afforded 0.40 g of 8-(1-methylethyl)-11-oxo-11H-pyrido[2,1-b]quinazoline-2-carboxylic acid 3-(3-pyridyl)propyl ester, mp 111°-112° C.

Workup

washwashed successively with water, 10% sodium hydroxide, and water
dry with materialwas dried over K2CO3
customThe residue obtained
customafter evaporation

Sources & evidence

ORD record: ord-6e33642b495b4084bdf98aabed46824c
Source dataset: uspto-grants-1985_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04551460

Reaction notes

Loading…