1,6-Dibromohexane → 6-[4-(6-Bromo-benzo[d]-isoxazol-3-yl)-phenoxy]-hexyl-methyl-amine

HRID 342205

Reaction equation

BrC1C=CC2[C:6](C3C=CC(O)=CC=3)=[N:7]OC=2C=1.BrCCCCCCBr.[Br:26][C:27]1[CH:49]=[CH:48][C:30]2[C:31]([C:34]3[CH:39]=[CH:38][C:37]([O:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46]Br)=[CH:36][CH:35]=3)=[N:32][O:33][C:29]=2[CH:28]=1.C(NC)C=C>>[Br:26][C:27]1[CH:49]=[CH:48][C:30]2[C:31]([C:34]3[CH:39]=[CH:38][C:37]([O:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][NH:7][CH3:6])=[CH:36][CH:35]=3)=[N:32][O:33][C:29]=2[CH:28]=1

Participants

Reactant 4

HCID 123681,6-Dibromohexane

HCID 69391N-Methylallylamine

HCID 675983186-Bromo-3-[4-(6-bromo-hexyloxy)-phenyl]-benzo[d]isoxazole

HCID 1363653254-(6-Bromo-benzo[d]isoxazol-3-yl)-phenol

Product 1

HCID 224464976-[4-(6-Bromo-benzo[d]-isoxazol-3-yl)-phenoxy]-hexyl-methyl-amine

Procedure

Analogously to Example 1, from 4-(6-bromo-benzo[d]isoxazol3-yl)-phenol and 1,6-dibromohexane via 6-bromo-3-[4-(6-bromo-hexyloxy)-phenyl]-benzo[d]isoxazole and by reaction with N-allyl-methyl-amine there is obtained allyl-[6-[4-(6-bromo-benzo[d]-isoxazol-3-yl)-phenoxy]-hexyl-methyl-amine which is converted into the fumarate, MS: m/e 442 (M+H+, 1 Br).

Sources & evidence

ORD record: ord-2e9c175a30694f62bf54fff62070ea29
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05856503

Linked notes

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