Potassium Carbonate → HCID 68704028, compound

HRID 331236Notes

Reaction equation

HRID 331236 reaction equation
[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH:6]([N:13]2[CH2:18][CH2:17][CH:16]([N:19]4[C:23]5[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=5[NH:21][C:20]4=[O:28])[CH2:15][CH2:14]2)[CH2:5][CH2:4][CH:3]3[CH2:2]1.CC(N(C)C)=O.C(=O)([O-])[O-].[K+].[K+].Br[CH2:42][CH2:43][CH2:44][OH:45]>O>[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH:6]([N:13]2[CH2:18][CH2:17][CH:16]([N:19]4[C:23]5[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=5[N:21]([CH2:42][CH2:43][CH2:44][OH:45])[C:20]4=[O:28])[CH2:15][CH2:14]2)[CH2:5][CH2:4][CH:3]3[CH2:2]1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 31374DimethylacetamideHCID 59322922HCID 59322922, compound

Product 1

HCID 68704028HCID 68704028, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

To 1-[1-(1,2,2a,3,4,5-hexahydroacenaphthylen-5-yl)piperidin-4-yl]-1,3-dihydro-2H -benzimidazol-2-one (500 mg), dimethylacetamide (3 ml) and potassium carbonate (370 mg) was added 3-bromopropanol (0.242 ml), and the mixture was stirred with heating at 85° C. for 2 hr. The reaction mixture was cooled to room temperature, water was added, and the precipitate was collected by filtration to give 1-[1-(1,2,2a,3,4,5-hexahydroacenaphthylen-5-yl)piperidin-4-yl]-3-(3-hydroxypropyl)-1,3-dihydro-2H-benzimidazol-2-one.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-e6811baf62d846eb99660476ba7d9886
Source dataset
uspto-grants-2014_11
Patent number
US08877779B2

Reaction notes

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