Hydrochloric Acid → HCID 77105958, compound

HRID 1053125Notes

Reaction equation

HRID 1053125 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[O:15][C:16]([C:19]3[C:20]([NH2:33])=[N:21][CH:22]=[C:23]([C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH3:32])[CH:26]=4)[CH:24]=3)=[N:17][N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(Cl)(Cl)Cl.C(OCC)C>[CH3:32][O:31][C:27]1[CH:26]=[C:25]([C:23]2[CH:24]=[C:19]([C:16]3[O:15][C:14]([CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)=[N:18][N:17]=3)[C:20]([NH2:33])=[N:21][CH:22]=2)[CH:30]=[CH:29][CH:28]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 90273165HCID 90273165, compound

Product 1

HCID 77105958HCID 77105958, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 4-{5-[2-amino-5-(3-methoxy-phenyl)-pyridin-3-yl]-[1,3,4]oxadiazol-2-yl}-piperidine-1-carboxylic acid tert-butyl ester (200 mg, 0.44 mmol) in chloroform (10 mL) was added 2M HCl in diethyl ether (10 mL) at 0° C., and the reaction mixture was stirred for 4 h at 0° C. After completion of the reaction, solvents in reaction mixture were evaporated under vacuum to get crude product. Crude product was purified by washing with ethyl acetate and hexane to afford the title compound as a pale yellow powder.

Workup

  1. customAfter completion of the reaction, solvents
  2. customin reaction mixture
  3. customwere evaporated under vacuum
  4. customto get crude product
  5. customCrude product was purified
  6. washby washing with ethyl acetate and hexane

Sources & evidence

ORD record
ord-080565c154aa49fcb03ccbab2dac572f
Source dataset
uspto-grants-2016_07
Patent number
US09393248B1

Reaction notes

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