HCID 67541293, compound → HCID 67540877, compound

HRID 1027129Notes

Reaction equation

HRID 1027129 reaction equation
[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([NH:20][S:21]([CH3:24])(=[O:23])=[O:22])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:25]([N:27]1[CH2:32][CH2:31][C:30]2([C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[N:34](C(OC(C)(C)C)=O)[CH2:33]2)[CH2:29][CH2:28]1)=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Cl.O1CCOCC1>[CH2:1]([NH:8][C:9]1[N:14]2[N:15]=[CH:16][C:17]([C:18]([NH:20][S:21]([CH3:24])(=[O:22])=[O:23])=[O:19])=[C:13]2[N:12]=[CH:11][C:10]=1[C:25]([N:27]1[CH2:32][CH2:31][C:30]2([C:40]3[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=3)[NH:34][CH2:33]2)[CH2:29][CH2:28]1)=[O:26])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 67541293HCID 67541293, compound

Product 1

HCID 67540877HCID 67540877, compoundYield 68.4%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

N-[7-Benzylamino-6-(1-(tert-butoxycarbonyl)spiro[indoline-3,4′-piperidine]-1′-ylcarbonyl)pyrazolo[1,5-a]pyrimidine-3-carbonyl]methanesulfonamide (0.062 g, 0.094 mmol) obtained in step 3 was dissolved in 4 mol/L hydrogen chloride-dioxane solution, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, ethyl acetate was added to the obtained crystals and the mixture was suction-filtered to give the title compound (0.036 g, 42%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, ethyl acetate
  2. additionwas added to the obtained crystals
  3. filtrationthe mixture was suction-filtered

Sources & evidence

ORD record
ord-23f2ab54fe9045f3b31b6c8cdc78eb9d
Source dataset
uspto-grants-2014_05
Patent number
US08729264B2

Reaction notes

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