Hydrochloric Acid → HCID 68976036, compound

HRID 69408Notes

Reaction equation

HRID 69408 reaction equation
C(OC(=O)[NH:7][CH2:8][C@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:15]=2[Cl:23])[CH2:10]1)(C)(C)C.FC(F)(F)C(O)=O.Cl>ClCCl.O1CCOCC1>[Cl:23][C:15]1[CH:16]=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=[CH:19][C:14]=1[N:11]1[CH2:12][CH2:13][C@H:9]([CH2:8][NH2:7])[CH2:10]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 68976818HCID 68976818, compound

Product 1

HCID 68976036HCID 68976036, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of [(R)-1-(2-chloro-4-nitrophenyl)pyrrolidin-3-yl]methylcarbamic acid tert-butyl ester (560 mg) in dichloromethane (2 mL) was mixed with trifluoroacetic acid (2 mL; alternatively a solution of HCl in dioxane or propanole-2 can be used) and stirred at room temperature for 5 hours. The reaction mixture was partitioned between dichloromethane and sodium carbonate solution. The organic phase was dried and concentrated. The product with the molecular weight of 255.71 (C11H14ClN3O2) was obtained in this way; MS (ESI): 256 (M+H+).

Workup

  1. customThe reaction mixture was partitioned between dichloromethane and sodium carbonate solution
  2. customThe organic phase was dried
  3. concentrationconcentrated
  4. customThe product with the molecular weight of 255.71 (C11H14ClN3O2) was obtained in this way

Sources & evidence

ORD record
ord-636cd18fb8504006ab4c6d698c7c503e
Source dataset
uspto-grants-2014_09
Patent number
US08822495B2

Reaction notes

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