Benzenamine, 3-ethynyl- → N-(3-ethynylphenyl)-7-fluoro-6-nitroquinazolin-4-amine

HRID 1968628Notes

Reaction equation

HRID 1968628 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:15])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[C:16]([C:18]1[CH:19]=[C:20]([NH2:24])[CH:21]=[CH:22][CH:23]=1)#[CH:17]>C(O)(C)C>[C:16]([C:18]1[CH:19]=[C:20]([NH:24][C:2]2[C:11]3[C:6](=[CH:7][C:8]([F:15])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=3)[N:5]=[CH:4][N:3]=2)[CH:21]=[CH:22][CH:23]=1)#[CH:17]

Participants

4

Reactant 2

HCID 104682Benzenamine, 3-ethynyl-HCID 106093584-Chloro-7-fluoro-6-nitroquinazoline

Product 1

HCID 59142759N-(3-ethynylphenyl)-7-fluoro-6-nitroquinazolin-4-amineYield 95%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Chloro-7-fluoro-6-nitroquinazoline and 3-ethynylbenzenamine (234 mg, 2 mmol) was dissolved into isopropanol (5 mL) and refluxed for 3 h. After cooled to room temperature, the precipitate was filtered out and washed with water to give 0.59 g of N-(3-ethynylphenyl)-7-fluoro-6-nitroquinazolin-4-amine (95%).

Workup

  1. temperaturerefluxed for 3 h
  2. filtrationthe precipitate was filtered out
  3. washwashed with water

Sources & evidence

ORD record
ord-7115e873948d4563878becb4441063ac
Source dataset
uspto-grants-2013_04
Patent number
US08426430B2

Reaction notes

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