Hydrochloric Acid → HCID 69520371, compound

HRID 1294668Notes

Reaction equation

HRID 1294668 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]([NH:16][C:17](=[O:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:12][CH:11]=1)[CH2:2]2.[ClH:25].O1CCOCC1>C(OCC)(=O)C>[ClH:25].[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[CH:3]([O:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17](=[O:24])[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[CH:14][CH:15]=1)[CH2:2]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 11313292HCID 11313292, compound

Product 1

HCID 69520371HCID 69520371, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 20A (170 mg, 0.53 mmol) in ethyl acetate (5 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL, 2 mmol). The title compound was obtained as solid (110 mg, yield, 58%). 1H NMR (MeOH-d4, 300 MHz) δ 1.85–1.95 (m, 1H), 1.97–2.08 (m, 1H), 2.10–2.18 (m, 1H), 2.25–2.40 (m, 1H), 2.52–2.58 (m, 1H), 3.30–3.50 (m, 5H), 3.78–3.85(m, 1H), 4.92 (m, 1H), 7.00 (d, J=9.1 Hz, 2H), 7.50 (t, J=7.8 Hz, 2H), 7.57 (t, J=7.1 Hz, 1H), 7.63 (d, J=9.0 Hz, 2H), 7.92 (d, J=7.5 Hz, 2H) ppm. MS (DCl/NH3) m/z 323 (M+H)+. Anal. Calculated for C20H22N2O2.1.0HCl: C, 66.94; H, 6.46; N, 7.81. Found: C, 66.73; H, 6.59; N, 7.64.

Sources & evidence

ORD record
ord-d711acaaae3b49f6894f9cc2c213e0ad
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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