Hydrochloric Acid → HCID 69520278, compound

HRID 1294692Notes

Reaction equation

HRID 1294692 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([NH: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].[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[CH:3]([NH: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 11150534HCID 11150534, compound

Product 1

HCID 69520278HCID 69520278, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

The product of Example 35C (120 mg, 0.40 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 (100 mg, yield, 69%). 1H NMR (MeOH-d4, 300 MHz) δ 1.86–2.11 (m, 3H), 2.25–2.41 (m, 2H), 3.16 (ddd, J=12.9, 5.1, 2.5 Hz, 1H), 3.27–3.47 (m, 4H), 3.80 (ddd, J=12.9, 9.5, 2.4 Hz, 1H), 4.00–4.07 (m, 1H), 6.83–6.91 (m, 4H), 7.13–7.33 (m, 5H) ppm. MS (DCl/NH3) m/z 294 (M+H)+. Anal. calculated for C19H23N3.2.4HCl .1.0H2O: 57.20; H, 6.92; N, 10.53. Found: C, 57.25; H, 7.00; N, 10.53.

Sources & evidence

ORD record
ord-3f68920eda4d43a68ff71d7e96bd2412
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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