(6-Bromoisochroman-1-yl)acetic acid → 1-(3,4-Dichlorophenyl)-4-[2-(6-bromoisochroman-1-yl)ethyl]piperazine

Reaktionsgleichung

BrC1C=C2C(=CC=1)C(CC(O)=O)OCC2.O.Cl.Cl.C1(CCN2CCN(C3C=CC=CC=3OC)CC2)C2C(=CC=CC=2)CCO1.[Cl:45][C:46]1[CH:47]=[C:48]([N:53]2[CH2:58][CH2:57][N:56]([C:59](=O)[CH2:60][CH:61]3[C:70]4[C:65](=[CH:66][C:67]([Br:71])=[CH:68][CH:69]=4)[CH2:64][CH2:63][O:62]3)[CH2:55][CH2:54]2)[CH:49]=[CH:50][C:51]=1[Cl:52]>>[Cl:45][C:46]1[CH:47]=[C:48]([N:53]2[CH2:54][CH2:55][N:56]([CH2:59][CH2:60][CH:61]3[C:70]4[C:65](=[CH:66][C:67]([Br:71])=[CH:68][CH:69]=4)[CH2:64][CH2:63][O:62]3)[CH2:57][CH2:58]2)[CH:49]=[CH:50][C:51]=1[Cl:52]

Komponenten

Edukt 3

HCID 10540012(6-Bromoisochroman-1-yl)acetic acid

HCID 232889511-[2-(Isochroman-1-yl)ethyl]-4-(2-methoxyphenyl)piperazine dihydrochloride monohydrate

HCID 541849201-(3,4-Dichlorophenyl)-4-[2-(6-bromoisochroman-1-yl)]acetyl piperazine

Produkt 1

HCID 154878351-(3,4-Dichlorophenyl)-4-[2-(6-bromoisochroman-1-yl)ethyl]piperazine

Versuchsvorschrift

(6-Bromoisochroman-1-yl)acetic acid (EXAMPLE 22, LXVIII) is coupled with 3,4-dichlorophenylpiperazine (XI) and the resulting amide, 1-(3,4-dichlorophenyl)-4-[2-(6-bromoisochroman-1-yl)]acetyl piperazine (LXIII, 1.66 mmol) is reduced following the general procedure of EXAMPLE 50 and making non-critical variations, to give the title compound, HRMS Calcd for C21H23N2O1Br1Cl2 =468.0371, found=418.0363.