Hydrochloric Acid → HCID 59622861, compound

HRID 517653Notes

Reaction equation

HRID 517653 reaction equation
[NH2:1][CH:2]([CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)[C:3]([OH:5])=[O:4].Cl.[CH3:19]O>>[CH3:19][O:4][C:3](=[O:5])[CH:2]([NH2:1])[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 59622818HCID 59622818, compound

Product 1

HCID 59622861HCID 59622861, compoundYield 98%

Procedure

A solution of Compound 4 (7.1 g, 29.8 mmol) in MeOH (120 mL) at 0-5° C. was saturated with HCl (g) for 2 h, at which time the mixture was allowed to ambient temperature and then was stirred for 24 h. The resulting mixture was concentrated in vacuo to provide technically pure product 5 (7.4 g, 98%) as an acidic salt. 1H NMR (D2O, 300 MHz) δ 1.50-1.93 (m, 4H), 2.67 (t, J=7.1 Hz, 2H), 3.68 (s, 3H), 4.03 (t, J=5.9 Hz, 1H), 7.30 (d, J=8.4 Hz, 2H), 8.03 (d, 2H, J=8.2 Hz, 2H); 13C NMR (D2O, 300 MHz) δ 25.50, 29.26, 34.16, 52.66, 53.50, 123.30, 129.18, 145.50, 149.96, 170.37.

Workup

  1. customwas allowed to ambient temperature
  2. concentrationThe resulting mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-c1b41cc77ee344c1bc85ced7b43c770b
Source dataset
uspto-grants-2015_08
Patent number
US09115094B2

Reaction notes

Loading…