HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 11951062, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 57713839 | HCID 57713839 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11951062 | HCID 11951062 | — |
Reaction Steps
A solution of {5-[2-amino-4-chloro-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethy)-7H-pyrrolo [2,3-d]pyrimidin-5-yl]-pent-4-ynyl}-carbamic acid tert-butyl ester (see previous example, 33 mg) in DCM (1.0 mL) was treated with TFA (0.2 mL) at rt for 10 min. The reaction mixture was concentrated, taken in water (1.5 mL), washed with EtOAc (1.5 mL), made alkaline with sat. aq. NH4OH (0.5 mL), and back-extracted into EtOAc (25 mL). Washing (NH4OH 1M), drying (Na2SO4) and concentration afforded the title compound. tR=4.37 min. 1H NMR (CDCl3) δ 8.15 (s, 1H), 6.97 (s, 1H), 5.25 (s, 2H), 3.72 (s, 3H), 2.94 (m, 2H), 2.48 (t, 2H), 2.23 (s, 3H), 2.16 (s, 3H), 1.80 (quint., 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093229B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-73d390c4e1324843b6e0254d007bffd0 |
| Source note | uspto-grants-2012_01 |