Hydrochloric Acid → HCID 69520936, compound

HRID 1294681Notes

Reaction equation

HRID 1294681 reaction equation
[O:1]([C:8]1[CH:9]=[CH:10][C:11]([O:14][CH:15]2[CH:20]3[CH2:21][CH2:22][N:17]([CH2:18][CH2:19]3)[CH2:16]2)=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:23].O1CCOCC1>C(OCC)(=O)C>[ClH:23].[O:1]([C:8]1[CH:9]=[CH:10][C:11]([O:14][CH:15]2[CH:20]3[CH2:21][CH2:22][N:17]([CH2:18][CH2:19]3)[CH2:16]2)=[N:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 11300927HCID 11300927, compound

Product 1

HCID 69520936HCID 69520936, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 28B (210 mg, 0.71 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 a solid (120 mg, yield, 80%). 1H NMR (MeOH-d4, 300 MHz) δ 1.85–2.20 (m, 3H), 2.30–2.45 (m, 1H), 2.56–2.64 (m, 1H), 3.35–3.50 (m, 5H), 3.80–3.9(m, 1H), 5.35 (m, 1H), 6.88–7.00 (m, 3H), 7.06–7.14 (m, 1H), 7.30–7.38 (m, 2H), 7.45 (dd, J=8.8, 3.0 Hz, 1H), 7.88 (d, J=2.3 Hz, 1H) ppm. MS (DCl/NH3) m/z 297 (M+H)+. Anal. Calculated for C20H20N2O2.1.0HCl.0.3H2O: C, 63.92; H, 6.44; N, 8.28. Found: 63.97; H, 6.49; N, 8.17.

Sources & evidence

ORD record
ord-5611e8dfdcf044de877ab07d92b3cfb6
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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