2-Fluoroethyl bromide → HCID 58362400, compound

HRID 2361499Notes

Reaction equation

HRID 2361499 reaction equation
Br[CH2:2][CH2:3][F:4].[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[C:15]3[N:19]([C:20](=[O:22])[CH:21]=2)[C:18]2[CH:23]=[CH:24][CH:25]=[CH:26][C:17]=2[NH:16]3)=[CH:9][CH:8]=1>>[F:4][CH2:3][CH2:2][N:16]1[C:17]2[CH:26]=[CH:25][CH:24]=[CH:23][C:18]=2[N:19]2[C:20](=[O:22])[CH:21]=[C:13]([C:10]3[CH:9]=[CH:8][C:7]([O:6][CH3:5])=[CH:12][CH:11]=3)[CH:14]=[C:15]12

Participants

3

Reactant 2

HCID 129822-Fluoroethyl bromideHCID 67301336HCID 67301336, compound

Product 1

HCID 58362400HCID 58362400, compound

Procedure

General experimental procedure (E) for N-alkylation reaction with 1-bromo-2-fluoroethane was followed. Reaction was performed on a 10.0 mg scale of 3-(4-methoxyphenyl)-1-oxo-1H,5H-pyrido[1,2-a]benzimidazole. Isolated 3.8 mg (33%) of T626 as a white solid. 1H NMR (CDCl3): δ 8.84 (1H, d, J=8.0 Hz), 7.62 (2H, m), 7.45 (1H, m), 7.31 (2H, m), 6.97 (2H, m), 6.54 (1H, s), 6.28 (1H, s), 4.90 (1H, t, J=4.8 Hz), 4.79 (1H, t, J=4.8 Hz), 4.52 (1H, t, J=4.8 Hz), 4.46 (1H, t, J=4.8 Hz), 3.84 (3H, s); MS: 337 (M+H+).

Workup

  1. customReaction
  2. customIsolated 3.8 mg (33%) of T626 as a white solid

Sources & evidence

ORD record
ord-38b9802c46ff41c4ac3691007e3eec49
Source dataset
uspto-grants-2014_04
Patent number
US08691187B2

Reaction notes

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