HuagongsheHuagongshe Chemistry Print Report · For research reference only
Metoclopramide → Cis-4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-hydroxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Metoclopramide | HCID 4168 | — |
| Reactant | 4-amino-5-chloro-N-[(3R,4S)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide | HCID 5311047 | — |
| Product | Cis-4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-hydroxybenzamide | HCID 14372589 | 54% |
Reaction Steps
The general procedure of Preparation No. 1 was repeated except that the 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide utilized therein was replaced by cis-4-amino-5-chloro-N-{1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl}-2-methoxybenzamide (2 g, 4.3 mmoles) [prepared according to the procedure described in published European patent application No. 76,530 (1983)]. The product was crystallized from 2-propanol to give the title product in 54% yield, mp. 146°-148° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04820715 |
| Source dataset | uspto-grants-1989_04 |
| ORD ID | ord-ff7159e3f7004be99e9b9669c47034ab |
| Source note | uspto-grants-1989_04 |