Potassium Carbonate → HCID 178491756, compound

HRID 1517386Notes

Reaction equation

HRID 1517386 reaction equation
Cl[CH2:2][C:3]1[C:8]2[NH:9][C:10]([CH2:12][N:13]([CH3:27])[S:14]([C:17]3[C:22]([CH3:23])=[CH:21][C:20]([O:24][CH3:25])=[CH:19][C:18]=3[CH3:26])(=[O:16])=[O:15])=[N:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].Cl.Cl.[N:36]1[CH:41]=[CH:40][C:39]([N:42]2[CH2:52][CH2:51][C:45]3([CH2:50][CH2:49][NH:48][CH2:47][CH2:46]3)[CH2:44][CH2:43]2)=[CH:38][CH:37]=1>CC(C)=O>[CH3:25][O:24][C:20]1[CH:21]=[C:22]([CH3:23])[C:17]([S:14]([N:13]([CH3:27])[CH2:12][C:10]2[NH:9][C:8]3[C:3]([CH2:2][N:48]4[CH2:47][CH2:46][C:45]5([CH2:51][CH2:52][N:42]([C:39]6[CH:40]=[CH:41][N:36]=[CH:37][CH:38]=6)[CH2:43][CH2:44]5)[CH2:50][CH2:49]4)=[CH:4][CH:5]=[CH:6][C:7]=3[N:11]=2)(=[O:16])=[O:15])=[C:18]([CH3:26])[CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 66701057HCID 66701057, compoundHCID 178491755HCID 178491755, compound

Product 1

HCID 178491756HCID 178491756, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of N-((7-(chloromethyl)-1H-benzo[d]imidazol-2-yl)methyl)-4-methoxy-N,2,6-trimethylbenzenesulfonamide (0.74 mmol, 1.0 eq.), K2CO3 (2.5 eq.) and 9-pyridin-4-Yl-3,9-diazaspiro[5.5]undecane dihydrochloride (AMN-01) (0.88 mmol, 1.2 eq.) in abs. acetone (20 ml) was heated under reflux for 16 h. The reaction mixture was filtered off and the filtrate was concentrated in order to obtain the crude product, which was purified by column chromatography over neutral aluminium oxide. Yield: 25%

Workup

  1. temperatureunder reflux for 16 h
  2. filtrationThe reaction mixture was filtered off
  3. concentrationthe filtrate was concentrated in order

Sources & evidence

ORD record
ord-42392fb438ee4f46b74ff7662e8b6d32
Source dataset
uspto-grants-2012_07
Patent number
US08232288B2

Reaction notes

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