Hydrochloric Acid → HCID 118093131, compound

HRID 708818Notes

Reaction equation

HRID 708818 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([S:18]([CH2:21][CH3:22])(=[O:20])=[O:19])=[C:6]([CH:17]=1)[CH2:7][N:8](C)[C:9](=O)OC(C)(C)C.[ClH:23].O1CCOCC1>CCOC(C)=O>[ClH:23].[CH2:21]([S:18]([C:5]1[CH:4]=[CH:3][C:2]([NH2:1])=[CH:17][C:6]=1[CH2:7][NH:8][CH3:9])(=[O:19])=[O:20])[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 118098685HCID 118098685, compound

Product 1

HCID 118093131HCID 118093131, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3B (2 g, 6.09 mmol) in EtOAc (30 mL) was added 4.0 N HCl in dioxane (30.4 mL, 122 mmol) and the mixture was stirred at r.t. for 2 h. Solvent was removed under reduced pressure to give 3C (1.8 g, 6.27 mmol, 99% yield) as a off white solid. 1H NMR (400 MHz, CD3OD) δ ppm 7.79 (d, J=8.79 Hz, 1H) 7.03 (d, J=2.20 Hz, 1H) 6.96-7.02 (m, 1H) 4.33 (s, 2H) 3.24 (q, J=7.47 Hz, 2H) 2.75 (s, 3H) 1.24 (t, J=7.47 Hz, 3H).

Workup

  1. customSolvent was removed under reduced pressure

Sources & evidence

ORD record
ord-2fff12b672a54865bb1b2332670cb999
Source dataset
uspto-grants-2015_11
Patent number
US09174974B2

Reaction notes

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