Benzyl Bromide → HCID 25004191, compound

HRID 1015383Notes

Reaction equation

HRID 1015383 reaction equation
C(N(CC)CC)C.[N:8]1([C:14]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:15]=2[C:16]([NH2:25])=[N:17][C:18]([NH2:24])=[N:19]3)[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.[CH2:26](Br)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CN(C)C=O>[CH2:26]([N:11]1[CH2:12][CH2:13][N:8]([C:14]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:15]=2[C:16]([NH2:25])=[N:17][C:18]([NH2:24])=[N:19]3)[CH2:9][CH2:10]1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 180713185-Piperazin-1-yl-quinazoline-2,4-diamine

Product 1

HCID 25004191HCID 25004191, compoundYield 64.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

In a 20 mL vial with stir bar, triethylamine (40 mg; 0.4 mmol) was added to a mixture of 5-piperazin-1-yl-quinazoline-2,4-diamine (50 mg; 0.2 mmol) and benzyl bromide (45 mg; 0.27 mmol) in N,N-dimethylformamide and heated to 60° C. for 16 hours. Mixture was quenched with 1 mL of 1N NaOH and after 1.5 hours solids were collected by filtration and triturated with ethanol to obtain 43.1 mg of title compound. (64% yield).

Workup

  1. customMixture was quenched with 1 mL of 1N NaOH and after 1.5 hours solids
  2. filtrationwere collected by filtration
  3. customtriturated with ethanol

Sources & evidence

ORD record
ord-3f6d5bad45f6486db1a079f0631e92ca
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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