Hydrogen Bromide → HCID 57882329, compound

HRID 1817368Notes

Reaction equation

HRID 1817368 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[F:24])[CH2:5][N:6]1[CH2:15][CH2:14][C:13]2[C:8](=[C:9]([O:18]C)[C:10](=[O:17])[N:11]([CH3:16])[CH:12]=2)[C:7]1=[O:20].Br>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[F:24])[CH2:5][N:6]1[CH2:15][CH2:14][C:13]2[C:8](=[C:9]([OH:18])[C:10](=[O:17])[N:11]([CH3:16])[CH:12]=2)[C:7]1=[O:20]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 69060305HCID 69060305, compound

Product 1

HCID 57882329HCID 57882329, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 2-(3-chloro-4-fluorobenzyl)-8-methoxy-6-methyl-2,3,4,6-tetrahydro-2,6-naphthyridine-1,7-dione (30 mg, 0.086 mmol) and 33% HBr in acetic acid (5 mL) in acetic acid (10 mL) was stirred at room temperature for 2 hours. The product mixture was concentrated under vacuum. The residue was subjected to preparative reverse phase HPLC purification. Collection and lyophilization of appropriate fractions provide the titled compound.

Workup

  1. concentrationThe product mixture was concentrated under vacuum
  2. customThe residue was subjected to preparative reverse phase HPLC purification
  3. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-53fdfe8b4e2040159e84184af85d00bf
Source dataset
uspto-grants-2009_10
Patent number
US07598264B2

Reaction notes

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