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

HRID 2222171Notes

Reaction equation

HRID 2222171 reaction equation
[O:1]1[CH2:7][CH:6]([C:8]2[C:16]3[S:15][C:14]([NH:17][C:18](=[O:26])[C:19]4[CH:24]=[CH:23][N:22]=[CH:21][C:20]=4Br)=[N:13][C:12]=3[C:11]([O:27][CH3:28])=[CH:10][CH:9]=2)[CH2:5][O:4][CH2:3][CH2:2]1.[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1.COCCNC1C=C(C=CN=1)C(NC1SC2C(N3CCOCC3)=CC=C(OC)C=2N=1)=O>>[O:1]1[CH2:7][CH:6]([C:8]2[C:16]3[S:15][C:14]([NH:17][C:18](=[O:26])[C:19]4[CH:24]=[CH:23][N:22]=[C:21]([N:29]5[CH2:33][CH2:32][CH2:31][CH2:30]5)[CH:20]=4)=[N:13][C:12]=3[C:11]([O:27][CH3:28])=[CH:10][CH:9]=2)[CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 102882482-(2-Methoxy-ethylamino)-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamideHCID 86595149HCID 86595149, compound

Product 1

HCID 11476555N-(7-[1,4]Dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-2-pyrrolidin-1-yl-isonicotinamide

Procedure

N-(7-[1,4]Dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-bromo-isonicotinamide and pyrrolidine were reacted as described for 2-(2-methoxy-ethylamino)-N-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-isonicotinamide in WO03/043636. Usual workup, preparative reversed-phase HPLC and final dry-freezing afforded the title compound as light brown solid. MS: m/e=455(M+H+).

Workup

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

Sources & evidence

ORD record
ord-3b2d5c3a561a4f43ade1fc2dc4a91438
Source dataset
uspto-grants-2008_05
Patent number
US07371748B2

Reaction notes

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