Diethyl Ether → HCID 178474468, compound

HRID 1651053Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[C:4]([OH:23])[C:5]2[CH:11]=[C:10]([CH:12]=[CH:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]([OH:22])=[O:21])=[CH:16][CH:15]=3)[CH:9]=[N:8][C:6]=2[N:7]=1.CC[O:26][CH2:27][CH3:28].[C:29](OC(=O)C)(=[O:31])[CH3:30]>CN(C)C1C=CN=CC=1>[C:29]([NH:1][C:2]1[N:3]=[C:4]([OH:23])[C:5]2[CH:11]=[C:10]([CH:12]=[CH:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]([O:22][C:27](=[O:26])[CH3:28])=[O:21])=[CH:16][CH:15]=3)[CH:9]=[N:8][C:6]=2[N:7]=1)(=[O:31])[CH3:30]

Participants

Conditions

Temperature: 120 °C

Procedure

A suspension of 0.88 g of 2-amino-4-hydroxy-6-[2-(4-carboxyphenyl)ethenyl]pyrido[2,3-d]-pyrimidine in 20 mL of acetic anhydride containing 0.05 g of 4-dimethylaminopyridine was heated under nitrogen at 120° C. for 3 hours. The reaction mixture was cooled to room temperature. Fifty milliliters of ether were added and the resulting yellow solid was collected by filtration to yield 0.95 g (84%) of 2-acetamido-4-hydroxy-6-[2-(4-acetoxycarbonylphenyl)ethenyl]-pyrido[2,3-d]pyrimidine; mp>300° C.; IR (Nujol) 3350, 3150, 1800, 1670, 1600 cm-1.

Workup

temperatureThe reaction mixture was cooled to room temperature
filtrationthe resulting yellow solid was collected by filtration

Sources & evidence

ORD record: ord-b4c8d5bb01f14225bf8fa1b450ded371
Source dataset: uspto-grants-1990_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04927828

Reaction notes

Loading…