Hydrochloric Acid → HCID 15549761, compound

HRID 2268817Notes

Reaction equation

HRID 2268817 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][N:6]2[C:11]3[N:12]([CH:15]4[CH2:19][CH2:18][CH2:17][CH2:16]4)[CH2:13][CH2:14][C:10]=3[C:9]([C:20]([O:22]CC)=[O:21])=[N:8][C:7]=12)#[N:2].[OH-].[Na+].Cl>C(O)C.O1CCCC1>[C:1]([C:3]1[CH:4]=[N:5][N:6]2[C:11]3[N:12]([CH:15]4[CH2:19][CH2:18][CH2:17][CH2:16]4)[CH2:13][CH2:14][C:10]=3[C:9]([C:20]([OH:22])=[O:21])=[N:8][C:7]=12)#[N:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15549757HCID 15549757, compound

Product 1

HCID 15549761HCID 15549761, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

To 10.00 g (30.73 mmol) of ethyl 3-cyano-8-cyclopentyl-6,7-dihydro-8H-pyrrolo[3,2-e]pyrazolo[1,5-a]pyrimidine-5-carboxylate were added 200 ml of tetrahydrofuran and. 200 ml of ethanol. While stirring under cooling with ice water, 54 ml of a 1N aqueous solution of sodium hydroxide were added to the mixture, and stirring was continued for 1 hour at the same temperature. Furthermore, 500 ml of a 1:1 mixed solvent of tetrahydrofuran and ethanol were added, and the resultant mixture was stirred at the same temperature for a while. The reaction mixture was then acidified with concentrated hydrochloric acid, and insoluble solids were collected by filtration, washed with water and dried to give 9.09 g (yield: 91.04%) of the intended compound.

Workup

  1. additionwere added to the mixture
  2. stirringstirring
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-a2e57474dff143d2b83ee04ad3e95840
Source dataset
uspto-grants-2001_12
Patent number
US06329382B1

Reaction notes

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