HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl (5-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-yl)carbamate → 5-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl (5-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-yl)carbamate | HCID 131735681 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | 5-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-amine | HCID 72943276 | 12.2% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-7, tert-butyl (5-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-methoxypyridin-2-yl)carbamate (100 mg, 0.178 mmol) was deprotected in TFA/DCM (2/5 ml) to afford 10 mg (9.8% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.56 (s, 1H), 8.14-8.13 (d, 1H), 7.70-7.69 (d, 2H), 7.53 (s, 1H), 6.91-6.86 (td, 1H), 6.79-6.76 (d, 2H), 5.36 (s, 2H), 4.07 (s, 3H), 2.20 (s, 3H), 2.18 (s, 3H). MS: m/z=461.3 (M+1), HPLC: 95.61% in method B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-3f9a988141f34884b5d8434d31acfcb5 |
| Source note | uspto-grants-2016_05 |