Cyclopropylamine → N-cyclopropyl-7-fluoroquinazolin-4-amine

HRID 2244085Notes

Reaction equation

HRID 2244085 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[CH:13]1([NH2:16])[CH2:15][CH2:14]1>ClCCl>[CH:13]1([NH:16][C:2]2[C:11]3[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=3)[N:5]=[CH:4][N:3]=2)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 162270134-Chloro-7-fluoroquinazoline

Product 1

HCID 25059697N-cyclopropyl-7-fluoroquinazolin-4-amineYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Chloro-7-fluoro-quinazoline (0.73 g, 4 mmol) and cyclopropylamine (0.23 g, 4 mmol) are stirred in dichloromethane at ambient temperature overnight. The solid product is precipitated with hexanes, filtered, and washed with hexane and ethyl acetate, affording 0.3 g of desired Cyclopropyl-(7-fluoro-quinazolin-4-yl)-amine. The filtrate is concentrated and precipitated with hexanes, yielding an additional 0.35, for a combined yield of 80%. LC/MS m/z=204 [M+H]+).

Workup

  1. customThe solid product is precipitated with hexanes
  2. filtrationfiltered
  3. washwashed with hexane and ethyl acetate

Sources & evidence

ORD record
ord-d3116dd597eb4c88bb4beaff3f2791ad
Source dataset
uspto-grants-2010_03
Patent number
US07678803B2

Reaction notes

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