Benzenamine, 3-ethynyl- → HCID 18925025, compound

HRID 1869076Notes

Reaction equation

HRID 1869076 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[C:16]([C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=1)[NH2:21])#[CH:17]>C(O)(C)(C)C.C(O)(C)C>[ClH:1].[C:12]([C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:21][C:20]3[CH:22]=[CH:23][CH:24]=[C:18]([C:16]#[CH:17])[CH:19]=3)=[N:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1)([O:14][CH3:15])=[O:13]

Participants

5

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-HCID 17750389Methyl 4-chloroquinazoline-7-carboxylate

Product 1

HCID 18925025HCID 18925025, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6386tert-ButanolSolvent

Procedure

4-Chloro-7-carbomethoxyquinazoline (202 mg, 0.907 mmol) and 3-ethynylaniline (110 mg, 0.939 mmol) were refluxed in 4 mL of tert-butyl alcohol for 2 hours, cooled, diluted with 4 mL of isopropyl alcohol and filtered to afford solid title product which was washed with 10 mL of diethyl ether and dried, in vacuo, at 70° C., 248 mg (80%); mp 219.5°-221° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-cb032eecc9ae4489812586f4cbaca589
Source dataset
uspto-grants-2009_12
Patent number
USRE041065E1

Reaction notes

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