Hydrochloric Acid → HCID 69518634, compound

HRID 1294673Notes

Reaction equation

HRID 1294673 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]([N:16]([C:22]3[S:23][CH:24]=[CH:25][N:26]=3)[C:17]3[S:18][CH:19]=[CH:20][N:21]=3)=[CH:12][CH:11]=1)[CH2:2]2.[ClH:27].O1CCOCC1>C(OCC)(=O)C>[ClH:27].[ClH:27].[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]([N:16]([C:22]3[S:23][CH:24]=[CH:25][N:26]=3)[C:17]3[S:18][CH:19]=[CH:20][N:21]=3)=[CH:12][CH:11]=1)[CH2:2]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 11199978HCID 11199978, compound

Product 1

HCID 69518634HCID 69518634, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 23A (42 mg, 0.11 mmol) in ethyl acetate (3 mL) was treated with 4M HCl in 1,4-dioxane (0.2 mL, 0.8 mmol) at ambient temperature for 10 hours. The title compound was obtained as a solid (22 mg, yield, 40%). 1H NMR (MeOH-d4, 300 MHz) δ 1.87–2.23(m, 3H), 2.30–2.40 (m, 1H), 2.55–2.64 (m, 1H 3.30–3.50 (m, 5H), 3.85–3.92 (m, 1H), 5.05 (m, 1H), 7.23 (d, J=4.1 Hz, 2H), 7.30 (d, J=8.8 Hz, 2H), 7.52 (d, J=3.7Hz, 2H), 7.60 (d, J=8.8 Hz, 2H) ppm. MS (DCl/NH3) m/z 385 (M+H)+. Anal. Calculated for C19H20N4OS2.2HCl.2H2O: C, 46.25; H 5.31; N, 11.35. Found: C, 46.41; H, 5.06; N, 11.09.

Sources & evidence

ORD record
ord-658c8691d3094466bc76de55c37239f3
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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