Water → HCID 68767172, compound

HRID 2090526Notes

Reaction equation

CC1C=CC(S([O-])(=O)=O)=CC=1.[NH2:12][C:13]([C:15]1[C:23]2[C:19](=[CH:20][N:21]([C:24]3[CH:29]=[CH:28][C:27]([C@@H:30]4[CH2:35][CH2:34][CH2:33][NH2+:32][CH2:31]4)=[CH:26][CH:25]=3)[N:22]=2)[CH:18]=[CH:17][CH:16]=1)=[O:14].[S:36](=[O:40])(=[O:39])([OH:38])[OH:37].O>CO>[S:36]([O-:40])([O-:39])(=[O:38])=[O:37].[NH2:12][C:13]([C:15]1[C:23]2[C:19](=[CH:20][N:21]([C:24]3[CH:29]=[CH:28][C:27]([C@@H:30]4[CH2:35][CH2:34][CH2:33][NH2+:32][CH2:31]4)=[CH:26][CH:25]=3)[N:22]=2)[CH:18]=[CH:17][CH:16]=1)=[O:14].[NH2:12][C:13]([C:15]1[C:23]2[C:19](=[CH:20][N:21]([C:24]3[CH:29]=[CH:28][C:27]([C@@H:30]4[CH2:35][CH2:34][CH2:33][NH2+:32][CH2:31]4)=[CH:26][CH:25]=3)[N:22]=2)[CH:18]=[CH:17][CH:16]=1)=[O:14]

Participants

Conditions

Temperature: 40 °C

Procedure

50 mg of tert-butyl(3S)-3-{4-[7-(aminocarbonyl)-2H-indazol-2-yl]phenyl}piperidine-1-carboxylate (Example 1, D3) as a compound stock solution was reacted with 1 mole equivalent of sulfuric acid, added as a 1 Molar solution in 1:1 (v/v) methanol:water solution. Excess solvent was removed under centrifugal evaporation and 1 mL of the methanol:water solution added at ambient room temperature (˜25° C.). The resultant solution stirred at 40° C. for 24 hours. The experiment was left to gently evaporate under atmospheric conditions where a colorless solid was observed.

Workup

customExcess solvent was removed under centrifugal evaporation and 1 mL of the methanol
additionwater solution added at ambient room temperature (˜25° C.)
waitThe experiment was left
customto gently evaporate under atmospheric conditions where a colorless solid

Sources & evidence

ORD record: ord-1583fe09eb1e4baea8933ab7e881693b
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436185B2

Reaction notes

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