3,4-Dimethoxyphenylboronic acid → HCID 131727798, compound

HRID 1864019Notes

Reaction equation

[C:1]([N:4]1[C:8]2=[CH:9][CH:10]=[C:11](I)[C:12](=[O:13])[N:7]2[C@H:6]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C@@H:5]1[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)(=[O:3])[CH3:2].[CH3:29][O:30][C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][C:36]=1[O:37][CH3:38]>>[C:1]([N:4]1[C:8]2=[CH:9][CH:10]=[C:11]([C:34]3[CH:33]=[CH:32][C:31]([O:30][CH3:29])=[C:36]([O:37][CH3:38])[CH:35]=3)[C:12](=[O:13])[N:7]2[C@H:6]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C@@H:5]1[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 27347023,4-Dimethoxyphenylboronic acid

HCID 131727799HCID 131727799, compound

Product 1

HCID 131727798HCID 131727798, compound

Procedure

rac-cis-1-Acetyl-2,3-bis-(4-chloro-phenyl)-6-(3,4-dimethoxy-phenyl)-2,3-dihydro-1H-imidazo[1,2-a]pyridin-5-one was prepared according to general method D by reaction of rac-cis-1-acetyl-2,3-bis-(4-chloro-phenyl)-2,3-dihydro-6-iodo-1H-imidazo[1 2-a]pyridin-5-one with 3,4-dimethoxyphenylboronic acid The compound was isolated by preparative HPLC. The expected product was characterized by LC/MS (M+H) where the mass was observed as 535.16; the expected mass is 534.1. LC/MS indicated a purity of 100% as measured by UV 214 nM.

Workup

customwas isolated by preparative HPLC

Sources & evidence

ORD record: ord-fdbf77d8cac94446b822cf5abd1fdb79
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07625895B2

Reaction notes

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