Water → 1403835-45-9

HRID 1848331Notes

Reaction equation

HRID 1848331 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([NH2:12])=[O:11])=[CH:8][CH:7]=1.[CH2:15]1[C@H:19]2[CH2:20][CH2:21][CH2:22][C@H:18]2[CH2:17][NH:16]1.O.C(O)(C)C>C(N(CC)CC)C>[CH2:15]1[C@H:19]2[CH2:20][CH2:21][CH2:22][C@H:18]2[CH2:17][N:16]1[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([NH2:12])=[O:11])=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3776IsopropanolHCID 144071764-(3-Chloropropoxy)benzamideHCID 22809663cis-7-Azabicyclo[3.3.0]octane

Product 1

HCID 709411121403835-45-9Yield 83%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
20 °C

Procedure

15.2 kg of 4-(3-chloropropoxy)benzamide, 40.28 kg of cis-octahydrocyclopenta[c]pyrrole in 30% aqueous solution, 63.84 kg of water, 21.48 kg of isopropanol and 14.39 kg of triethylamine are introduced into a reactor. The reaction mixture is stirred and heated at reflux until all the starting material has been consumed. The reaction mixture is then cooled to 20° C., before being filtered and washed with a mixture of isopropanol and water. The product is obtained in the form of a powder in a yield of 83% and with a chemical purity of 97%.

Workup

  1. temperatureheated
  2. temperatureat reflux until all the starting material
  3. customhas been consumed
  4. filtrationbefore being filtered
  5. washwashed with a mixture of isopropanol and water
  6. customThe product is obtained in the form of a powder in a yield of 83% and with a chemical purity of 97%

Sources & evidence

ORD record
ord-87b6799a4d494ab28e93156543f59614
Source dataset
uspto-grants-2015_02
Patent number
US08952179B2

Reaction notes

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