HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90030495, compound → HCID 72944422, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90030495 | HCID 90030495 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 72944422 | HCID 72944422 | 49.7% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-7, tert-butyl 4-(3-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenoxy)piperidine-1-carboxylate (80 mg, 0.134 mmol) was deprotected in HCl in methanol (5 ml). This afforded 33 mg (40.2% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.75-8.60 (bs, 1H), 8.37 (s, 1H), 7.66 (s, 1H), 7.48-7.44 (t, 1H), 7.42-7.37 (q, 1H), 7.33-7.29 (m, 2H), 7.11-7.04 (m, 3H), 6.93-6.91 (d, 1H), 5.41 (s, 2H), 4.85-4.82 (m, 1H), 3.48-3.41 (m, 2H), 3.28-3.23 (m, 2H), 2.25-2.28 (m, 8H), 2.12-2.06 (m, 2H). MS: m/z=496.3 (M+1), HPLC: 96.84% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-d9aebb78c5f24a158116bcf222265dc1 |
| Source note | uspto-grants-2016_05 |