N-bromobutanimide → HCID 46397590, compound

HRID 712774Notes

Reaction equation

HRID 712774 reaction equation
[CH3:1][C:2]1[N:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][NH:9]2)=[CH:4][CH:3]=1.[Br:12]N1C(=O)CCC1=O>C(Cl)Cl>[Br:12][C:3]1[CH:4]=[C:5]2[C:10](=[N:11][C:2]=1[CH3:1])[NH:9][CH2:8][CH2:7][CH2:6]2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 223194667-Methyl-1,2,3,4-tetrahydro-1,8-naphthyridine

Product 1

HCID 46397590HCID 46397590, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a vial is added 7-methyl-1,2,3,4-tetrahydro-[1,8]naphthyridine (390 mg, 2.63 mmol) and N-bromosuccinimide (468 mg, 2.63 mmol) in 20 mL of CH2Cl2. The reaction mixture is stirred at room temperature for 1 hour. The reaction mixture is concentrated. The residue is purified by flash column chromatography to give 575 mg of 6-bromo-7-methyl-1,2,3,4-tetrahydro-[1,8]naphthyridine.

Workup

  1. concentrationThe reaction mixture is concentrated
  2. customThe residue is purified by flash column chromatography

Sources & evidence

ORD record
ord-c44495e54b294c3a91e06b5a85eb5ce7
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

Loading…