HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(3-Carboxy-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester → N-[2-methyl-5-(3-pyrrolidin-1-ylbenzamido)phenyl]-3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(3-Carboxy-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester | HCID 22291066 | — |
| Reactant | N-(3-amino-4-methylphenyl)-3-pyrrolidin-1-ylbenzamide | HCID 22291087 | — |
| Product | N-[2-methyl-5-(3-pyrrolidin-1-ylbenzamido)phenyl]-3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzamide | HCID 22291119 | 69% |
Reaction Steps
Using an analogous procedure to that described in the first paragraph of Example 25, 3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzoic acid was reacted with N-(3-amino-4-methylphenyl)-3-pyrrolidin-1-ylbenzamide to give N-[2-methyl-5-(3-pyrrolidin-1-ylbenzamido)phenyl]-3-(1-tert-butoxycarbonylpiperidin-4-yloxy)benzamide in 69% yield; NMR Spectrum: (DMSOd6) 1.39 (s, 9H), 1.56 (m, 2H), 1.87 (m, 2H), 3.2 (m, 2H), 3.64 (m, 2H), 4.62 (m, 1H), 6.69 (d, 1H), 7.02 (s, 1H), 7.2 (m, 4H), 7.42 (t, 1H), 7.56 (m, 3H), 7.79 (s, 1H), 9.83 (s, 1H), 10.05 (s, 1H); Mass Spectrum: M+H+ 599.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06579872B1 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-089c94b693804ab292122b7a2dca5e00 |
| Source note | uspto-grants-2003_06 |