Hydrochloric Acid → HCID 66828675, compound

HRID 1912459Notes

Reaction equation

HRID 1912459 reaction equation
Cl.C(=[N:15][C:16]1[CH:17]=[C:18]([C:22]2([CH3:32])[N:27]=[C:26]([NH2:28])[CH2:25][N:24]3[N:29]=[CH:30][CH:31]=[C:23]23)[CH:19]=[CH:20][CH:21]=1)(C1C=CC=CC=1)C1C=CC=CC=1.CCOCC>O.C(O)(C)C>[NH2:15][C:16]1[CH:17]=[C:18]([C:22]2([CH3:32])[N:27]=[C:26]([NH2:28])[CH2:25][N:24]3[N:29]=[CH:30][CH:31]=[C:23]23)[CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 87170790HCID 87170790, compound

Product 1

HCID 66828675HCID 66828675, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

Hydrochloric acid 37% in H2O (0.14 mL) was added to a solution of rac-4-[3-(benzhydrylidene-amino)-phenyl]-4-methyl-4,7-dihydro-pyrazolo[1,5-a]pyrazin-6-ylamine (0.37 g, 0.9 mmol) in isopropanol (10 mL). The mixture was stirred at room temperature for 3 hours. Et2O was added and the mixture was stirred for 15 minutes. The solid precipitated was filtered, washed with Et2O and dried in vacuo. The residue was suspended in DCM and washed with NaHCO3 (aq. sat. solution). The organic layer was separated, dried (MgSO4), filtered and the solvents evaporated in vacuo to yield (0.21 g, 97% yield) as a white solid which was used in the next step without further purification.

Workup

  1. stirringthe mixture was stirred for 15 minutes
  2. customThe solid precipitated
  3. filtrationwas filtered
  4. washwashed with Et2O
  5. customdried in vacuo
  6. washwashed with NaHCO3 (aq. sat. solution)
  7. customThe organic layer was separated
  8. dry with materialdried (MgSO4)
  9. filtrationfiltered
  10. customthe solvents evaporated in vacuo
  11. customto yield (0.21 g, 97% yield) as a white solid which
  12. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-8d30d4967e8145d391ee321b2de08b5b
Source dataset
uspto-grants-2013_12
Patent number
US08609660B2

Reaction notes

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