Hydrochloric Acid → HCID 68594942, compound

HRID 220437Notes

Reaction equation

HRID 220437 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][CH:23]=[CH:22][C:21]=3[C:26]([F:29])([F:28])[F:27])=[N:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:30]>C(OCC)C>[ClH:30].[ClH:30].[F:29][C:26]([F:27])([F:28])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:19]1[C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[N:15][CH:16]=[CH:17][N:18]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68739701HCID 68739701, compound

Product 1

HCID 68594942HCID 68594942, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Suspend 3′-(2-trifluoromethylphenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid t-butyl ester (408 mg, 1.00 mmol) in HCl in diethyl ether (1 M, 10 mL), stir for 2 hr. then concentrate in vacuo. Add more HCl in diethyl ether (1 M, 20 mL) and stir overnight at room temperature and concentrate. Add HCl in dioxane (4 M, 10 mL) and stir for 2 hr.s, then concentrate to give the title preparation as yellow solid (471 mg, 123%). MS (ES): m/z=309 [M+H]+.

Workup

  1. concentrationthen concentrate in vacuo
  2. additionAdd more HCl in diethyl ether (1 M, 20 mL)
  3. stirringstir overnight at room temperature
  4. concentrationconcentrate
  5. stirringAdd HCl in dioxane (4 M, 10 mL) and stir for 2 hr
  6. concentrations, then concentrate
  7. customto give the title

Sources & evidence

ORD record
ord-6d2fcacf7d4746b08ef4ddfc3b96f7ae
Source dataset
uspto-grants-2012_06
Patent number
US08202873B2

Reaction notes

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