7-Bromoisoquinoline-5-sulfonyl chloride → 7-Bromo-isoquinoline-5-sulfonic acid (2-{[3-(2-benzyl-4-chloro-phenoxy)-propyl]-[bis-(4-methoxy-phenyl)-methyl]-amino}-ethyl)-amide

HRID 2219218Notes

Reaction equation

HRID 2219218 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:12](Cl)(=[O:14])=[O:13])[C:5]2[CH:6]=[CH:7][N:8]=[CH:9][C:10]=2[CH:11]=1.[CH2:16]([C:23]1[CH:53]=[C:52]([Cl:54])[CH:51]=[CH:50][C:24]=1[O:25][CH2:26][CH2:27][CH2:28][N:29]([CH:33]([C:42]1[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[CH:44][CH:43]=1)[C:34]1[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=1)[CH2:30][CH2:31][NH2:32])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:16]([C:23]1[CH:53]=[C:52]([Cl:54])[CH:51]=[CH:50][C:24]=1[O:25][CH2:26][CH2:27][CH2:28][N:29]([CH:33]([C:42]1[CH:43]=[CH:44][C:45]([O:48][CH3:49])=[CH:46][CH:47]=1)[C:34]1[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=1)[CH2:30][CH2:31][NH:32][S:12]([C:4]1[C:5]2[CH:6]=[CH:7][N:8]=[CH:9][C:10]=2[CH:11]=[C:2]([Br:1])[CH:3]=1)(=[O:14])=[O:13])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 588161467-Bromoisoquinoline-5-sulfonyl chlorideHCID 58816148N1-[3-(2-benzyl-4-chloro-phenoxy)-propyl]-N1-[bis-(4-methoxy-phenyl)-methyl]-ethane-1,2-diamine

Product 1

HCID 588161817-Bromo-isoquinoline-5-sulfonic acid (2-{[3-(2-benzyl-4-chloro-phenoxy)-propyl]-[bis-(4-methoxy-phenyl)-methyl]-amino}-ethyl)-amide

Procedure

Using a procedure analogous to Preparation 103, reaction of 7-bromo-isoquinoline -5-sulfonyl chloride with N1-[3-(2-benzyl-4-chloro-phenoxy)-propyl]-N1-[bis-(4-methoxy-phenyl)-methyl]-ethane-1,2-diamine provides the title compound as a foam. ESIMS: m/z 814[(M+H)+, 35Cl, 79Br], 816 [(M+H)+, 37Cl, 79Br or 35Cl, 81Br], 818 [(M+H)+, 37Cl, 81Br].

Sources & evidence

ORD record
ord-3c6faacd9ee94060b21434618770928b
Source dataset
uspto-grants-2008_08
Patent number
US07414063B2

Reaction notes

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