Hydrochloric Acid → HCID 69519882, compound

HRID 1294655Notes

Reaction equation

HRID 1294655 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:10]1[CH:15]=[CH:14][C:13]([S:16][C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)=[CH:12][CH:11]=1)[CH2:2]2.[ClH:24].O1CCOCC1>C(OCC)(=O)C>[ClH:24].[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:10]1[CH:11]=[CH:12][C:13]([S:16][C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=3)=[CH:14][CH:15]=1)[CH2:2]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 11738930HCID 11738930, compound

Product 1

HCID 69519882HCID 69519882, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 10A (200 mg, 0.61 mmol) in ethyl acetate (5 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL, 2 mmol) to provide the title compound as a solid (140 mg, yield, 63%). 1H NMR (MeOH-d4, 300 MHz) δ 1.75–2.19 (m, 3H), 2.19–2.38 (m, 1H), 2.43–2.56 (m, 1H), 3.20–3.50 (m, 5H), 3.66–3.84 (m, 1H), 6.76 (d, J=8.9 Hz, 2H), 6.90 (d, J=8.9 Hz, 2H), 7.19 (d, J=8.8 Hz, 2H), 7.22 (d, J=8.8 Hz, 2H) ppm. MS (DCl/NH3) m/z 328 (M+H)+. Anal. calculated for C19H21NO2S.1.0HCl.0.8H2O: C, 60.32; H, 6.29; N, 3.70. Found: C, 60.34; H, 6.N, 3.32.

Sources & evidence

ORD record
ord-83a3188373cc4e9d84a1de40d121505d
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

Loading…