Hydrochloric Acid → HCID 69520839, compound

HRID 1294685Notes

Reaction equation

HRID 1294685 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][CH:15]2[CH:20]3[CH2:21][CH2:22][N:17]([CH2:18][CH2:19]3)[CH2:16]2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:23].O1CCOCC1>C(OCC)(=O)C>[ClH:23].[ClH:23].[O:1]([C:8]1[CH:9]=[CH:10][C:11]([NH:14][CH:15]2[CH:20]3[CH2:19][CH2:18][N:17]([CH2:22][CH2:21]3)[CH2:16]2)=[CH: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 11254890HCID 11254890, compound

Product 1

HCID 69520839HCID 69520839, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 30A (1.46 g, 4.9 mmol) in ethyl acetate (20 mL) was treated with 4M HCl in 1,4-dioxane (5 mL, 20 mmol). The title compound was obtained as a solid (1.40 g, yield, 77%). 1H NMR (MeOH-d4, 300 MHz) δ 1.90–2.00 (m, 1H), 2.05–2.15 (m, 2H), 2.35–2.45 (m, 2H), 3.15 (ddd, J=12.9, 5.1, 2.4 Hz, 1H) 3.30–3.50 (m, 4H), 3.80 (ddd, J=12.9, 9.5, 2.7 Hz, 1H), 3.95–4.10 (m, 1H), 6.85–7.00 (m, 6H), 7.04 (tt, J=8.4, 1.0 Hz, 1H), 7.26–7.32 (m, 2H) ppm. MS (DCl/NH3) m/z 295 (M+H)+. Anal. Calculated for C19H22N2O.2.0HCl: C, 62.13; H, 6.59; N, 7.63. Found: C, 62.01; H, 6.53; N, 7.49.

Sources & evidence

ORD record
ord-3a77c5a32a6a4353804929de53ed0951
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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