HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Chlorophenyl)acetic acid → HCID 66571607, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Chlorophenyl)acetic acid | HCID 15880 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | [2-amino-7-(2-hydroxy-1-methylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl](5-aminopyridin-3-yl)methanone | HCID 70817362 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 66571607 | HCID 66571607 | 48% |
Reaction Steps
4-Chlorophenylacetic acid (25 mg, 0.14 mmol) was added to [2-amino-7-(2-hydroxy-1-methylethyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl](5-aminopyridin-3-yl)methanone (50 mg, 0.16 mmol) (see Preparation 57) and HATU (91 mg, 0.24 mmol) in pyridine (2 mL). The mixture was stirred at room temperature for 16 hours. Saturated aqueous sodium bicarbonate (5 mL) was added then extracted with ethyl acetate (3×5 mL). The combined organic phases were washed with brine (5 mL) then dried over sodium sulfate and evaporated in vacuo. The residue was purified by preparative TLC (95:5 DCM:MeOH) to afford the title compound as a yellow solid in 48% yield, 32 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846698B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-9b2db479ee5344e5a584c992f90e9324 |
| Source note | uspto-grants-2014_09 |