Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 86669260 | HCID 86669260 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67203698 | HCID 67203698 | — |
Reaction Steps
1-Methylethyl[(cis)-1-acetyl-6-(1-{2-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]ethyl}-1H-pyrazol-4-yl)-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate (for a preparation see Intermediate 37) (130 mg, 0.223 mmol) was dissolved in dichloromethane (DCM) (1 mL), mixed with trifluoroacetic acid (0.5 mL, 6.49 mmol) and stirred under nitrogen. The crude product was concentrated and purified on MDAP. The product-containing fractions were evaporated to dryness, loaded onto a 2 g SCX cartridge and eluted with MeOH (15 ml) and 2M methanolic ammonia (15 ml). The basic fractions were evaporated to give a white solid which was dissolved in MeOH (1 ml) and 1.25M HCl in MeOH was added (0.1 ml). The mixture was dried to give a white solid (47 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697725B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-2270e36dfc0049289eacbaabb3f9ac91 |
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| Source note | uspto-grants-2014_04 |
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