Sodium Carbonate → HCID 12150505, compound

HRID 1823803Notes

Reaction equation

HRID 1823803 reaction equation
Cl.[C:2]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:21])[O:10][CH:11]1[CH2:18][CH:17]2[N:19]([CH3:20])[CH:13]([CH:14]3[CH:16]2[CH2:15]3)[CH2:12]1.C(=O)([O-])[O-].[Na+].[Na+]>O>[C:2]1([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:21])[O:10][CH:11]1[CH2:18][CH:17]2[N:19]([CH3:20])[CH:13]([CH:14]3[CH:16]2[CH2:15]3)[CH2:12]1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 131725733HCID 131725733, compound

Product 1

HCID 12150505HCID 12150505, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

0.35 g of 9-methyl-9-azatricyclo[3.3.1.0*2.4*]non-7-yl biphenyl-2-ylcarbamate hydrochloride was dissolved in water, made basic with 10% sodium carbonate solution, and extracted with dichloromethane. The organic phase was dried over magnesium sulfate, filtered, and evaporated to dryness. The residue was dissolved in 10 mL acetonitrile, and after the addition of 1.2 g of 50% methyl bromide solution in acetonitrile, stirred for 30 days at 75° C. in a sealed pressure vessel. The solution was evaporated to dryness and the residue was recrystallized from acetonitrile. Yield: 0.16 g of white crystals (39% of theory); melting point: 142° C.-144° C.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated to dryness
  5. dissolutionThe residue was dissolved in 10 mL acetonitrile
  6. additionafter the addition of 1.2 g of 50% methyl bromide solution in acetonitrile
  7. customThe solution was evaporated to dryness
  8. customthe residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-cd6c140a9d7a478ea8c620833a4c4dfa
Source dataset
uspto-grants-2006_05
Patent number
US07041674B2

Reaction notes

Loading…