Hydrochloric Acid → HCID 131733872, compound

HRID 708881Notes

Reaction equation

[ClH:1].[NH2:2][C:3]1[CH:4]=[CH:5][C:6]([S:19]([C:22]([CH3:25])([CH3:24])[CH3:23])(=[O:21])=[O:20])=[C:7]([CH:18]=1)[CH2:8][N:9](C)[C:10](=O)OC(C)(C)C>>[ClH:1].[C:22]([S:19]([C:6]1[CH:5]=[CH:4][C:3]([NH2:2])=[CH:18][C:7]=1[CH2:8][NH:9][CH3:10])(=[O:21])=[O:20])([CH3:25])([CH3:24])[CH3:23]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 118098753HCID 118098753, compound

Product 1

HCID 131733872HCID 131733872, compoundYield 100%

Procedure

HCl (4 M in dioxane, 5 mL) was added to 22B (500 mg, 1.403 mmol) and stirred at rt for 1 h. The reaction was concentrated to yield 22C (460 mg, 1.397 mmol, 100% yield) as a white solid. MS (ESI) m/z: 257.3 (M+H)+. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.93 (2H, br. s.), 7.51 (1H, d, J=8.79 Hz), 6.76 (1H, d, J=2.20 Hz), 6.72 (1H, dd, J=8.79, 2.20 Hz), 4.17 (2H, t, J=5.71 Hz), 2.53 (3H, t, J=5.27 Hz), 1.21 (9H, s).

Workup

concentrationThe reaction was concentrated

Sources & evidence

ORD record: ord-4db767d521ef46eeae2fd65da2f29afa
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174974B2

Reaction notes

Loading…