ACADIA Pharmaceuticals Inc.
METHODS FOR PREPARING N-(4-FLUOROBENZYL)-N-(1-METHYLPIPERIDIN-4-YL)-N'-(4-(2-METHYLPROPYLOXY)PH- ENYLMETHYL)CARBAMIDE AND ITS TARTRATE SALT AND POLYMORPHIC FORM

Abstract:

Disclosed herein are methods for obtaining N-(4-fluorobenzyl)-N-(1-methylpiperidin-4-yl)-N,-(4-(2-methylpropyloxy)ph- enylmethyl) carbamide (pimavanserin) comprising the step of contacting an intermediate according to Formula (A) or a salt thereof, with an intermediate Formula B, or a salt thereof, to produce pimavanserin or a salt thereof wherein Y is --OR, or --NR.sub.2aR.sub.2b; R.sub.3 is hydrogen or substituted or unsubstituted heteroalicyclyl, R.sub.4 is substituted or unsubstituted aralkyl; X is --OR.sub.22 or --NR.sub.23R.sub.24; (wherein R.sub.22 is hydrogen or substituted or unsubstituted C.sub.1-4 alkyl and one of R.sub.23 and R.sub.24 is hydrogen and the other is hydrogen or N- methylpiperidin-4-yl); and R.sub.21 is --OCH.sub.2CH(CH.sub.3).sub.2 or F; Also disclosed herein is the tartrate salt of N-(4-fluorobemzyl)-N-(1-methylpiperidin-4-yl)-N',-(4-(2-methylpropyloxy)p- henylmethyl) carbamide and methods for obtaining the salt. ##STR00001##