Potassium Carbonate → HCID 19803538, compound

HRID 1682022Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH2:8][CH:7]([CH2:11][N:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][C:16]([O:24][CH3:25])=[C:17]([O:22][CH3:23])[CH:18]=3)[C:13]2=[O:26])[CH2:6]1.[C:27](=O)([O-])[O-].[K+].[K+].[CH3:33][C:34]1[CH:35]=[C:36]([CH:40]=[CH:41][C:42]=1C)[NH:37][CH2:38][CH3:39]>CS(C)=O>[ClH:1].[ClH:1].[CH3:27][C:35]1[C:36]([NH:37][CH2:38][CH3:39])=[C:40]([CH2:2][CH2:3][CH2:4][N:5]2[CH2:10][CH2:9][CH2:8][CH:7]([CH2:11][N:12]3[CH2:21][CH2:20][C:19]4[C:14](=[CH:15][C:16]([O:24][CH3:25])=[C:17]([O:22][CH3:23])[CH:18]=4)[C:13]3=[O:26])[CH2:6]2)[CH:41]=[CH:42][C:34]=1[CH3:33]

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of 1.3 g (0.0034 mol) of 2-[(N-(3-chloropropyl)-piperidine-3-yl)-methyl]-6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydro-isoquinoline, 15 ml of dimethylsulphoxide, 1.4 g (0.1 mol) of potassium carbonate and 1 g (0.0066 mol) of 3,4-dimethyl-N-ethylaniline is heated to 120° C. for 6 hours. The reaction mixture is poured onto ice water, extracted with ethyl acetate, the organic phase is washed with water, dried over sodium sulphate and evaporated down in vacuo. The residue obtained is purified over silica gel (0.036-0.2 mm) with 5% ethanol in methylene chloride.

Workup

additionThe reaction mixture is poured onto ice water
extractionextracted with ethyl acetate
washthe organic phase is washed with water
dry with materialdried over sodium sulphate
customevaporated down in vacuo
customThe residue obtained
customis purified over silica gel (0.036-0.2 mm) with 5% ethanol in methylene chloride

Sources & evidence

ORD record: ord-6a67791f9f984da8826754d392d150f4
Source dataset: uspto-grants-1992_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05175157

Reaction notes

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