Hydrochloric Acid → 3'-(4-methoxymethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl dihydrochloride

HRID 220564Notes

Reaction equation

HRID 220564 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][O:27][CH3:28])=[CH:22][CH:21]=3)=[N:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:29]>O1CCOCC1>[ClH:29].[ClH:29].[CH3:28][O:27][CH2:26][C:23]1[CH:24]=[CH:25][C:20]([C:19]2[C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[N:15][CH:16]=[CH:17][N:18]=2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 673673293'-(4-Methoxymethyl-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-carboxylic acid tert-butyl ester

Product 1

HCID 685945563'-(4-methoxymethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl dihydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Suspend 3′-(4-methoxymethyl-phenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester (1.3 g, 3.26 mmol) in 1,4-dioxane (10 mL). Add HCl in dioxane (4 M, 10 mL), stir for 2 hr. then filter off the yellow solid. Wash with dioxane then diethyl ether to give 3′-(4-methoxymethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl dihydrochloride as yellow solid (935 mg, 80%). MS (ES): m/z=285 [M+H]+.

Workup

  1. filtrationthen filter off the yellow solid
  2. washWash with dioxane

Sources & evidence

ORD record
ord-a5c6e515641948a2823ca91b879628b1
Source dataset
uspto-grants-2012_06
Patent number
US08202873B2

Reaction notes

Loading…