Acetic Acid → HCID 66831405, compound

HRID 405965Notes

Reaction equation

HRID 405965 reaction equation
[Cl:1][CH2:2][C:3]1[N:4]=[C:5]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][N:6]2[C:7](=[O:9])[CH:8]=1.[Br:15]N1C(=O)CCC1=O.C(O)(=O)C>O>[Br:15][C:8]1[C:7](=[O:9])[N:6]2[CH:10]=[C:11]([F:14])[CH:12]=[CH:13][C:5]2=[N:4][C:3]=1[CH2:2][Cl:1]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 67184N-bromobutanimideHCID 66831359HCID 66831359, compound

Product 1

HCID 66831405HCID 66831405, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-(chloromethyl)-7-fluoro-4H-pyrido[1,2-a]pyrimidin-4-one (8.310 g, 39.09 mmol), N-bromosuccinimide (8.055 g, 42.99 mmol), and acetic acid (110.3 mL) was stirred at rt. After 6 h, the mixture was poured into water (300 mL) and the resulting precipitate was collected by filtration, washed with water (400 mL), and dried to give 3-bromo-2-(chloromethyl)-7-fluoro-4H-pyrido[1,2-a]pyrimidin-4-one as a brown solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 8.97 (1 H, td), 8.19 (1 H, ddd, J=9.9, 7.1, 2.9 Hz), 7.86-7.94 (1 H, m), 4.81 (2 H, s); Mass Spectrum (ESI) m/e=292.9 (M+1).

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water (400 mL)
  3. customdried

Sources & evidence

ORD record
ord-f6f7a0ca7426429b8da7f80b07a88988
Source dataset
uspto-grants-2014_06
Patent number
US08754089B2

Reaction notes

Loading…