Triethylamine → (4-Chloro-pyrrolo[2,1-f][1,2,4]triazin-5-ylmethyl)-triethyl-ammonium bromide

HRID 1593445Notes

Reaction equation

HRID 1593445 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[CH:5][N:6]2[C:11]=1[C:10]([Cl:12])=[N:9][CH:8]=[N:7]2.[CH3:13][CH2:14][N:15]([CH2:18][CH3:19])[CH2:16][CH3:17]>C1COCC1>[Br-:1].[Cl:12][C:10]1[C:11]2=[C:3]([CH2:2][N+:15]([CH2:18][CH3:19])([CH2:16][CH3:17])[CH2:14][CH3:13])[CH:4]=[CH:5][N:6]2[N:7]=[CH:8][N:9]=1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 218743865-(Bromomethyl)-4-chloropyrrolo[2,1-f][1,2,4]triazine

Product 1

HCID 11544775(4-Chloro-pyrrolo[2,1-f][1,2,4]triazin-5-ylmethyl)-triethyl-ammonium bromideYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1C (2.7 g, 11 mmol), Et3N (5 ml, 36 mmol) in THF (20 ml) was stirred at rt for 12 h. The solid was filtered and rinsed with THF and Et2O, dried to give 1D (3.38 g, 89%). It had an analytical HPLC retention time=0.776 min. (Chromolith SpeedROD 4.6×50 mm, 10-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 ml/min, monitoring at 220 nm) and a LC/MS M+=267.

Workup

  1. filtrationThe solid was filtered
  2. washrinsed with THF and Et2O
  3. customdried

Sources & evidence

ORD record
ord-65c1bcdd793f4d6c86f2e59091af5cc7
Source dataset
uspto-grants-2007_11
Patent number
US07297695B2

Reaction notes

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