Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidine | HCID 14809282 | — |
| Reactant | 8-Boc-3,8-diaza-bicyclo(3.2.1)octane | HCID 15740908 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 66898703 | HCID 66898703 | 71.4% |
Reaction Steps
To a solution of 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (25 mg, 0.15 mmol) and tert-butyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate (30 mg, 0.14 mmol) in isopropanol (2 ml) was added triethylamine (36 μL, 0.26 mmol). The reaction was heated at 180° C. for 30 min in the microwave, then concentrated under vacuum. The residue was purified by prep HPLC (Sunfire C18 30×50 mm, 10-90% H2O/MeOH w/0.01% TFA, 15 min, 35 ml/min, 220 nm) to give tert-butyl 3-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate (35 mg, 0.10 mmol, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507672B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-b199ed2d24bc48878a539810b0f0700c |
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| Source note | uspto-grants-2013_08 |
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