Hydrochloric Acid → HCID 68682102, compound

HRID 1992744Notes

Reaction equation

HRID 1992744 reaction equation
[CH3:1][C:2](=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:3][NH:4][CH2:5][CH2:6][CH2:7][N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH3:13].[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:29]=[C:30]([O:34][CH3:35])[C:31]=1[O:32][CH3:33])[C:26](O)=[O:27].C(N(CC)CC)C.Cl>C(OCC)(=O)C.CCOCC>[CH3:35][O:34][C:30]1[CH:29]=[C:25]([CH:24]=[C:23]([O:22][CH3:21])[C:31]=1[O:32][CH3:33])[C:26]([N:4]([CH2:3][C:2]([CH3:1])=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:5][CH2:6][CH2:7][N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[CH3:13])=[O:27]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 83573,4,5-Trimethoxybenzoic AcidHCID 8471TriethylamineHCID 68681351HCID 68681351, compound

Product 1

HCID 68682102HCID 68682102, compoundYield 17.1%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

Experimental condition analogous to Example 3 were used with (2-Methyl-3-phenyl-allyl)-[3-(2-methyl-pyrrolidin-1-yl)-propyl]-amine (prepared from 2-methyl-pyrrolidine describe on scheme 10) 0.14 g (0.5 mmol), 3,4,5-trimethoxybenzoic acid 0.130 g (0.65 mmol), triethylamine 0.1 ml, and propanephosphonic acid cyclic anhydride solution (50% in ethyl acetate) solution (50% in ethyl acetate) 0.7 g in 10 ml ethyl acetate. The free amine was transformed to the HCl salt in ether, giving 40 mg of a brown semi-solid. Yield: 15%.

Sources & evidence

ORD record
ord-f4a67301088448928b52d30f71654045
Source dataset
uspto-grants-2010_01
Patent number
US07649011B2

Reaction notes

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