Boron tribromide → HCID 178434204, compound

HRID 719259Notes

Reaction equation

HRID 719259 reaction equation
B(Br)(Br)Br.C[O:6][C:7]1[CH:8]=[C:9]([C:13]2[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:16]3[NH:23][N:24]=[C:25]([CH3:26])[C:15]=3[N:14]=2)[CH:10]=[CH:11][CH:12]=1>C(Cl)Cl>[CH3:26][C:25]1[C:15]2[N:14]=[C:13]([C:9]3[CH:8]=[C:7]([OH:6])[CH:12]=[CH:11][CH:10]=3)[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:16]=2[NH:23][N:24]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 178489867HCID 178489867, compound

Product 1

HCID 178434204HCID 178434204, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

380 μl of 1M boron tribromide solution in methylene chloride were added dropwise, at −78° C., to a solution of 55 mg of 5-(3-methoxyphenyl)-3-methyl-1H-pyrazolo[4,3-c]isoquinoline (3) in 3 ml of methylene chloride. The reaction solution was stirred at RT for 12 h, concentrated under reduced pressure and purified by means of HPLC (Merk-Hibar-Lichrospher 100-RP-18, water (0.1% trifluoroacetic acid)/acetonitrile (0.1% trifluoroacetic acid)=80/20→10/90). The following was obtained: 5.

Workup

  1. concentrationconcentrated under reduced pressure
  2. custompurified by means of HPLC (Merk-Hibar-Lichrospher 100-RP-18, water (0.1% trifluoroacetic acid)/acetonitrile (0.1% trifluoroacetic acid)=80/20→10/90)
  3. customThe following was obtained

Sources & evidence

ORD record
ord-5f427a200ad3475488461116d85a09b2
Source dataset
uspto-grants-2006_11
Patent number
US07132428B2

Reaction notes

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