(6-Bromoisochroman-1-yl)acetic acid → 1-(4-Butyloxyphenyl)-4-[2-(6-bromoisochroman-1-yl)ethyl]piperazine

Participants

Role	Name	HCID	Charge
Reactant	(6-Bromoisochroman-1-yl)acetic acid	HCID 10540012	—
Reactant	1-[2-(Isochroman-1-yl)ethyl]-4-(2-methoxyphenyl)piperazine dihydrochloride monohydrate	HCID 23288951	—
Reactant	1-(4-Butyloxyphenyl)-4-[2-(6-bromoisochroman-1-yl)]acetyl piperazine	HCID 53826543	—
Product	1-(4-Butyloxyphenyl)-4-[2-(6-bromoisochroman-1-yl)ethyl]piperazine	HCID 23288798	—

Reaction Steps

(6-Bromoisochroman-1-yl)acetic acid (EXAMPLE 22, LXVIII) is coupled with 4-butyloxyphenylpiperazine (XI) and the resulting amide, 1-(4-butyloxyphenyl)-4-[2-(6-bromoisochroman-1-yl)]acetyl piperazine (LXIII, 4.2 mmol) is reduced according to the general procedure of EXAMPLE 50 making non-critical variations, to give the title compound, NMR (300 MHz, CDCl3) 7.32, 7.06, 6.85, 4.80, 4.13-4.08, 3.71, 3.28, 3.10-2.72, 2.65, 2.40, 2.22, 1.74, 1.46, 1.25 and 0.96 δ.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05877317
Source dataset	uspto-grants-1999_03
ORD ID	ord-d2633564349d42d3b08c046a29f46597
Source note	uspto-grants-1999_03