HuagongsheHuagongshe Chemistry Print Report · For research reference only
Disiloxane → 3-[5-(4-Chlorophenyl)pyridin-2-yl]propynoic acid-[4-(4-hydroxypiperidin-1-ylmethyl)phenyl]amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Disiloxane | HCID 123318 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Ammonia methanol dichloromethane | HCID 21584172 | — |
| Reactant | [5-(4-chlorophenyl)pyridin-2-yl]propynoic Acid | HCID 68816808 | — |
| Reactant | 4-[4-(Tert-butyldimethylsilanyloxy)piperidin-1-ylmethyl]phenylamine | HCID 68816909 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[5-(4-Chlorophenyl)pyridin-2-yl]propynoic acid-[4-(4-hydroxypiperidin-1-ylmethyl)phenyl]amide | HCID 57845715 | — |
Reaction Steps
Prepared analogously to Example 2.3.f. from [5-(4-chlorophenyl)pyridin-2-yl]propynoic acid and 4-[4-(tert-butyldimethylsilanyloxy)piperidin-1-ylmethyl]phenylamine. The cleaving of the silyl group is carried out by adding tetrabutylammonium fluoride to a solution of the silylether in THF. Yield: 0.25 g (43% of theory); melting point: 186° C.-190° C.; C26H24ClN3O2 (M=445.94); calc.: molecular ion peak (M+H)+: 446/448; found: molecular ion peak (M+H)+: 446/448; Rf value: 0.6 (silica gel, dichloromethane/methanol/ammonia (90:10:0.1)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592373B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-4cbfe1198961458581a58cc1efc62848 |
| Source note | uspto-grants-2009_09 |