HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxyacetyl chloride → N-{1-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-yl}-2-methoxy-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | 1-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-ylamine | HCID 86695354 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-{1-[(S)-4-(2,3-Dihydro-[1,4]dioxino[2,3-b]pyridin-3-yl)-benzyl]-piperidin-4-yl}-2-methoxy-acetamide | HCID 71737175 | — |
Reaction Steps
To Intermediate M (75 mg, 0.23 mmol) in THF (1 mL) & TEA (0.128 mL, 0.92 mmol) was added Methoxy-acetyl chloride (0.042 mL, 0.46 mmol). The reaction was stirred for 10 min then quenched with MeOH and purified by reversed phase HPLC eluting with 0-60% MeCN in water (+0.1% TFA) to provide the title compound 252. (LC/MS method 16: ES+ m/z 398.4 [M+H]+, Rt=0.31 min)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946203B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-84f6fdd2e06e4e2bb700224f7dae6d86 |
| Source note | uspto-grants-2015_02 |