Hydrochloric Acid → HCID 69520063, compound

HRID 1294694Notes

Reaction equation

HRID 1294694 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([S:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:12][CH:11]=1)[CH2:2]2.[ClH:23]>C(OCC)(=O)C.O1CCOCC1>[ClH:23].[ClH:23].[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[CH:3]([S:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:12][CH:11]=1)[CH2:2]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11312938HCID 11312938, compound

Product 1

HCID 69520063HCID 69520063, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

The product of Example 37A (210 mg, 0.68 mmol) in ethyl acetate (5 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL). The title compound was obtained as a solid (150 mg, yield, 58%). 1H NMR (MeOH-d4, 300 MHz) δ 1.83–1.99 (m, 2H), 2.03–2.17 (m, 2H), 2.43–2.54 (m, 1H), 3.12 (ddd, J=12.5, 5.4 2.4 Hz, 1H), 3.26–3.46 (m, 4H), 3.58–3.75 (m, 2H), 6.91 (tt, J=7.4, 1.0 Hz, 1H), 7.04 (dt, J=8.8, 2.0 Hz, 2H), 7.09–7.12 (m, 2H), 7.22–7.25 (m, 2H), 7.38 (dt, J=8.8, 2.0 Hz, 2H) ppm. MS (DCl/NH3) m/z 311 (M+H)+. Anal. calculated for C19H22N2S.2.0HCl.1.5H2O: C, 55.47; H, 6.86; N, 6.81. Found: C, 55.72; H, 6.67; N, 6.26.

Sources & evidence

ORD record
ord-5c44cfa5e1224326bbf2faf3468226c4
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

Loading…