Triethylamine → HCID 21069807, compound

HRID 1372259Notes

Reaction equation

HRID 1372259 reaction equation
[Br:1][C:2]1[CH:9]=[C:8]([F:10])[C:7]([Br:11])=[CH:6][C:3]=1[CH2:4]Br.CC[N:14](CC)CC>N.CO.C(Cl)Cl>[Br:1][C:2]1[CH:9]=[C:8]([F:10])[C:7]([Br:11])=[CH:6][C:3]=1[CH2:4][NH2:14]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 21069806HCID 21069806, compound

Product 1

HCID 21069807HCID 21069807, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 21705897Ammonia methanolSolvent

Procedure

A solution of 2,5-dibromo-4-fluorobenzyl bromide (0.350 g, 1 mmol) in 7M NH3/MeOH was heated in a sealed tube at 100° C. for 2 h. The reaction mixture was cooled and concentrated to give a white solid which was dissolved in CH2Cl2 and treated with Et3N (1 mL) then concentrated. The resulting residue was triturated with ethyl acetate (25 mL), filtered and concentrated to give the title compound (0.291 g) as a pale yellow oil. HRMS (M+H) calcd for C7H7Br2FN: 283.94. found: 283.93.

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. customto give a white solid which
  4. concentrationthen concentrated
  5. customThe resulting residue was triturated with ethyl acetate (25 mL)
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-6039d039f9b54e9baa83d509378062e5
Source dataset
uspto-grants-2007_01
Patent number
US07157447B2

Reaction notes

Loading…