Pyrrolidine → N-(7-[1,4]Dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-4-pyrrolidin-1-ylmethyl-benzamide

HRID 2222165Notes

Reaction equation

HRID 2222165 reaction equation
Cl[CH2:2][C:3]1[CH:29]=[CH:28][C:6]([C:7]([NH:9][C:10]2[S:11][C:12]3[C:18]([CH:19]4[CH2:25][O:24][CH2:23][CH2:22][O:21][CH2:20]4)=[CH:17][CH:16]=[C:15]([O:26][CH3:27])[C:13]=3[N:14]=2)=[O:8])=[CH:5][CH:4]=1.[NH:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1.COC1C2N=C(NC(=O)C3C=CC(CN4CCCC4)=CC=3)SC=2C(C2C=CC=CC=2)=CC=1>>[O:24]1[CH2:25][CH:19]([C:18]2[C:12]3[S:11][C:10]([NH:9][C:7](=[O:8])[C:6]4[CH:5]=[CH:4][C:3]([CH2:2][N:30]5[CH2:34][CH2:33][CH2:32][CH2:31]5)=[CH:29][CH:28]=4)=[N:14][C:13]=3[C:15]([O:26][CH3:27])=[CH:16][CH:17]=2)[CH2:20][O:21][CH2:22][CH2:23]1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 117508444-Chloromethyl-N-(7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-benzamideHCID 22283140N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-4-pyrrolidin-1-ylmethyl-benzamide

Product 1

HCID 86595145N-(7-[1,4]Dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-4-pyrrolidin-1-ylmethyl-benzamide

Procedure

4-Chloromethyl-N-(7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-benzamide and pyrrolidine were reacted as described for N-(4-methoxy-7-phenyl-benzothiazol-2-yl)-4-pyrrolidin-1-ylmethyl-benzamide in WO01/9786. Usual workup, preparative reversed-phase HPLC and final dry-freezing afforded the title compound as light brown powder. MS: m/e=468(M+H+).

Workup

  1. customUsual workup, preparative reversed-phase HPLC and final dry-freezing

Sources & evidence

ORD record
ord-f422b2ededaf43b194111b4d6bf97668
Source dataset
uspto-grants-2008_05
Patent number
US07371748B2

Reaction notes

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