HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 57955563, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-butyl (3R)-3-aminopiperidine-1-carboxylate | HCID 1501974 | — |
| Reactant | 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-2-fluoro-5-methoxybenzoic acid | HCID 25253679 | — |
| Product | HCID 57955563 | HCID 57955563 | — |
Reaction Steps
The title compound was synthesized from 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-2-fluoro-5-methoxybenzoic acid and (R)-tert-butyl 3-aminopiperidine-1-carboxylate as described in the General procedure for amide bond synthesis. The Boc group was then deprotected using TFA. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.47 (m, 3 H) 1.61 (m, 9 H) 1.99 (s, 3 H) 2.73 (m, 1 H) 2.93 (m, 1 H) 3.92 (s, 4 H) 4.01-4.20 (t, J=14 Hz, 2 H) 4.82 (m, 1 H) 7.24 (d, J=6.8 Hz, 1 H) 7.71-7.90 (m, 1 H) 8.05 (s, 1 H) 8.14-8.38 (m, 2 H). [M+H] calc'd for C26H32F3N7O3, 548; found 548.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318727B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-90466a9787bc4619a0df205b31e0a480 |
| Source note | uspto-grants-2012_11 |