HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (S)-1-(4-(5-(3-(1-phenethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2S)-2-Methyloxirane | HCID 146262 | — |
| Reactant | 3-(1-phenethyl-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine | HCID 90031349 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (S)-1-(4-(5-(3-(1-phenethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl)propan-2-ol | HCID 118524061 | 86.3% |
Reaction Steps
Using similar reaction conditions as described in step-i of example-82A, 3-(1-phenethyl-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (product of step 2 of example 140) (85 mg, 0.14 mmol) was alkylated using (S)-2-methyloxirane (10 mg, 0.169 mmol), DIPEA (22 mg, 0.169 mmol) and ethanol (3 mL) to get 80 mg (86%) of the titled compound. MS: m/z=662.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-eb7b3072125b4f7392606297ecf07a64 |
| Source note | uspto-grants-2016_05 |