Benzenamine, 3-ethynyl- → HCID 18925043, compound

HRID 1869074Notes

Reaction equation

HRID 1869074 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[C:14]([C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19])#[CH:15]>C(O)(C)(C)C>[ClH:1].[C:14]([C:16]1[CH:17]=[C:18]([NH:19][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=3)[N:5]=[CH:4][N:3]=2)[CH:20]=[CH:21][CH:22]=1)#[CH:15]

Participants

4

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-HCID 189250784-Chloro-7-methoxy-quinazoline

Product 1

HCID 18925043HCID 18925043, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

4-Chloro-7-methoxyquinazoline (274 mg, 3.72 mmol) and 3-ethynylaniline (436 mg, 3.72 mmol) were refluxed in 15 mL of tert-butyl alcohol for 3 hours, cooled and filtered to afford solid title product which was washed with 10 mL of isopropyl alcohol and dried in vacuo at 70° C., 977 mg (84%); mp 229°-231° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-3fccb097a1bc407abbc50447a42b512d
Source dataset
uspto-grants-2009_12
Patent number
USRE041065E1

Reaction notes

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