HCID 68545119, compound → HCID 57837520, compound

HRID 731712Notes

Reaction equation

HRID 731712 reaction equation
C([NH:8][CH:9]([C:13]1[C:14]([CH:22]([CH3:24])[CH3:23])=[N:15][N:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12)[CH:10]([CH3:12])[CH3:11])C1C=CC=CC=1>C(O)(=O)C.O=[Pt]=O>[CH:22]([C:14]1[C:13]([CH:9]([NH2:8])[CH:10]([CH3:12])[CH3:11])=[C:17]2[CH2:18][CH2:19][CH2:20][CH2:21][N:16]2[N:15]=1)([CH3:24])[CH3:23]

Participants

4

Reactant 1

HCID 68545119HCID 68545119, compound

Product 1

HCID 57837520HCID 57837520, compoundYield 36.9%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 600 mg (4.6 mmol) of N-benzyl-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-amine in 10 ml of acetic acid was added 100 mg of PtO2 in hydrogenation bottle. H2 was applied at 50 psi for 4 hours. The reaction was worked up by filtration and dilution with 0.1N HCl to provide 503 mg of crude product. Purification by C18 preparative HPLC furnished 400 mg of purified 1-(2-isopropyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl)-2-methylpropan-1-amine after lyophilization. Compound 1011.

Workup

  1. filtrationThe reaction was worked up by filtration and dilution with 0.1N HCl
  2. customto provide 503 mg of crude product
  3. customPurification by C18 preparative HPLC

Sources & evidence

ORD record
ord-37cb21a299994566a4462f2c1fd2f59a
Source dataset
uspto-grants-2009_09
Patent number
US07585875B2

Reaction notes

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