Hydrochloric Acid → 1-(6-(5-bromo-1H-indazol-3-yl)pyrazin-2-yl)piperidin-4-amine hydrochloride salt

HRID 1529256Notes

Reaction equation

HRID 1529256 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](C1CCCCO1)[N:6]=[C:5]2[C:17]1[N:22]=[C:21]([N:23]2[CH2:28][CH2:27][CH:26]([NH:29]C(=O)OC(C)(C)C)[CH2:25][CH2:24]2)[CH:20]=[N:19][CH:18]=1.[ClH:37].CC(O)C>>[ClH:37].[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[C:17]1[N:22]=[C:21]([N:23]2[CH2:24][CH2:25][CH:26]([NH2:29])[CH2:27][CH2:28]2)[CH:20]=[N:19][CH:18]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 67959723tert-butyl 1-(6-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)pyrazin-2-yl)piperidin-4-ylcarbamate

Product 1

HCID 679580941-(6-(5-bromo-1H-indazol-3-yl)pyrazin-2-yl)piperidin-4-amine hydrochloride salt

Conditions

Temperature
50 °C

Procedure

A glass scintillation vial containing tert-butyl 1-(6-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)pyrazin-2-yl)piperidin-4-ylcarbamate 1e (0.338 g, 0.606 mmol) and HCl, 5-6N in IPA (12 mL, 60.0 mmol) was stirred vigorously at 50° C. for 4 h. The reaction mixture was cooled to RT and the solvent was removed in vacuo. The residue was concentrated to dryness to give a yellow solid that was used in the next step without further purification. MS (ESI, pos. ion) m/z: 373 (M+1).

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. customthe solvent was removed in vacuo
  3. concentrationThe residue was concentrated to dryness
  4. customto give a yellow solid that
  5. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-00baa8623bfc4d16b69114e8c634c8ba
Source dataset
uspto-grants-2015_07
Patent number
US09090593B2

Reaction notes

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