Hydrochloric Acid → HCID 69519336, compound

HRID 1294652Notes

Reaction equation

HRID 1294652 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:10]1[CH:23]=[CH:22][C:13]([O:14][C:15]3[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=3)=[CH:12][CH:11]=1)[CH2:2]2.[ClH:24].O1CCOCC1>C(OCC)(=O)C>[ClH:24].[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([O:9][C:10]1[CH:11]=[CH:12][C:13]([O:14][C:15]3[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=3)=[CH:22][CH:23]=1)[CH2:2]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 11301388HCID 11301388, compound

Product 1

HCID 69519336HCID 69519336, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Example 7A (210 mg, 0.68 mmol) in ethyl acetate (5 mL) was treated with 4M HCl in 1,4-dioxane (0.5 mL, 2 mmol) to provide the title compound as a solid (140 mg, yield, 59%). 1H NMR (MeOH-d4, 300 MHz) δ 1.73–2.19 (m, 3H), 2.21–2.40 (m, 1H), 2.41–2.56 (m, 1H), 3.30–3.50 (m, 5H), 3.69–3.83 (m, 1H), 4.80 (m, 1H), 6.59–7.04 (m, 8H) ppm. MS (DCl/NH3) m/z 312 (M+H)+. Anal. calculated for C19H21NO3.1.0HCl: C, 65.61; H, 6.37; N, 4.03. Found: C, 65.31; H, 6.32; N, 3.86.

Sources & evidence

ORD record
ord-a91e7e8d1897456c9a878044bb58cbae
Source dataset
uspto-grants-2007_07
Patent number
US07241773B2

Reaction notes

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