Hydrochloric Acid → HCID 69520085, compound

HRID 1294679Notes

Reaction equation

HRID 1294679 reaction equation
[O:1]([C:8]1[N:13]=[N:12][C:11]([O: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].[O:1]([C:8]1[N:13]=[N:12][C:11]([O:14][CH:15]2[CH:20]3[CH2:19][CH2:18][N:17]([CH2:22][CH2:21]3)[CH2:16]2)=[CH:10][CH:9]=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 11472023HCID 11472023, compound

Product 1

HCID 69520085HCID 69520085, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 27C (120 mg, 0.45 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 1.85–2.18 (m, 1H), 2.30–2.45 (m, 1H), 2.56–2.64 (m, 1H), 3.35–3.50 (m, 5H), 3.85–3.9(m, 1H), 5.45 (m, 1H), 7.18–7.26 (m, 2H), 7.28–7.36 (m, 1H), 7.45–7.51 (m, 2H), 7.52 (s, 2H) ppm. MS (DCl/NH3) m/z 265 (M+H)+. Anal. Calculated for C20H22N2O2.2.0HCl: C, 55.14; H, 5.72; N, 11.35. Found: C, 55.03; H, 5.59; N, 11.64.

Sources & evidence

ORD record
ord-50c9515371514f9aa3fcfe5cebd96031
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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