2-Chloropyridine-4-boronic acid → HCID 59619348, compound

HRID 1367583Notes

Reaction equation

HRID 1367583 reaction equation
[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19](Br)[CH:18]=3)(=[O:16])=[O:15])[CH2:11][C@H:10]2[C:24]([N:26]2[CH2:30][CH2:29][C:28]([F:32])([F:31])[CH2:27]2)=[O:25])=[O:8])[CH2:5][CH2:4]1)#[N:2].[Cl:33][C:34]1[CH:39]=[C:38](B(O)O)[CH:37]=[CH:36][N:35]=1>>[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:38]4[CH:37]=[CH:36][N:35]=[C:34]([Cl:33])[CH:39]=4)[CH:18]=3)(=[O:16])=[O:15])[CH2:11][C@H:10]2[C:24]([N:26]2[CH2:30][CH2:29][C:28]([F:32])([F:31])[CH2:27]2)=[O:25])=[O:8])[CH2:5][CH2:4]1)#[N:2]

Participants

3

Reactant 2

HCID 51515952-Chloropyridine-4-boronic acidHCID 59619368HCID 59619368, compound

Product 1

HCID 59619348HCID 59619348, compound

Procedure

The title compound was prepared in analogy to example 196 using (1R,2R,4R)-4-(3-Bromo-benzenesulfonyl)-2-(3,3-difluoro-pyrrolidine-1-carbonyl)-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide (Example 188 step 4) and 2-chloropyridine-4-boronic acid. Light brown foam (58%). MS (EI): 563.1 (M+H)+.

Sources & evidence

ORD record
ord-ec4ed9366dac46f086b51f4889ef92f6
Source dataset
uspto-grants-2011_02
Patent number
US07893099B2

Reaction notes

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