1-Bromo-4-fluorobenzene → HCID 86587736, compound

HRID 2375485Notes

Reaction equation

HRID 2375485 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:9][C:10]2[CH:15]=[C:14]([N:16]([CH3:18])[CH3:17])[N:13]=[C:12]([N:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[Br:25][C:26]1[CH:31]=[CH:30][C:29](F)=[CH:28][CH:27]=1>C(Cl)Cl>[Br:25][C:26]1[CH:31]=[CH:30][C:29]([N:22]2[CH2:23][CH2:24][N:19]([C:12]3[N:11]=[C:10]([NH:9][C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=4)[CH:15]=[C:14]([N:16]([CH3:18])[CH3:17])[N:13]=3)[CH2:20][CH2:21]2)=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 99931-Bromo-4-fluorobenzeneHCID 68563369HCID 68563369, compound

Product 1

HCID 86587736HCID 86587736, compoundYield 41.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of N4-(3-methoxyphenyl)-N6,N6-dimethyl-2-(1-piperazinyl)-4,6-pyrimidinediamine (36 mg, 0.1 mmol), 1-bromo-4-fluorobenzene (20 mg, 0.13 mmol) was heated at 100° C. for 1 h. The crude product was dissolved in CH2Cl2 (0.5 mL) and purified by preparative TLC using 5% methanol in EtOAc, giving the desired product (20 mg, 40%).

Workup

  1. custompurified by preparative TLC

Sources & evidence

ORD record
ord-3b4cffae5e7b42539ad662479f68ddfb
Source dataset
uspto-grants-2008_12
Patent number
US07465750B2

Reaction notes

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