Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-(4-aminophenyl)-N,N-dimethylpiperidine-4-carboxamide | HCID 39349918 | — |
| Reactant | HCID 57585784 | HCID 57585784 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86628039 | HCID 86628039 | — |
Reaction Steps
To a mixture of N-(1H-benzo[d]imidazol-6-yl)-2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.1 g, 0.24 mmol) in n-butyl alcohol (1 mL) was added 1-(4-aminophenyl)-N,N-dimethylpiperidine-4-carboxamide (0.11 g, 0.44 mmol) and TMSCl (0.014 mL, 0.11 mmol). After heating at 115° C. for 15 h, the mixture was diluted with MeOH (1 mL), and a solution of KOH (0.1 g) in H2O (0.5 mL) was added. After heating at 60° C. for 2 h, the mixture was purified by preparative HPLC to give 1-(4-(4-(1H-benzo[d]imidazol-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylaminophenyl)-N,N-dimethylpiperidine-4-carboxamide (0.02 g, MS (MH 496.3) (Compound 18-1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07705004B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-d44d437431a94f6fb1ed5675656bcac0 |
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| Source note | uspto-grants-2010_04 |
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