2-Methylpyridine-4-boronic acid → HCID 59619218, compound

HRID 1367579Notes

Reaction equation

HRID 1367579 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][C:20](Br)=[CH:19][C:18]=3[Cl:24])(=[O:16])=[O:15])[CH2:11][C@H:10]2[C:25]([N:27]2[CH2:31][CH2:30][C:29]([F:33])([F:32])[CH2:28]2)=[O:26])=[O:8])[CH2:5][CH2:4]1)#[N:2].[N:34]1[CH:39]=[CH:38][C:37](B(O)O)=[CH:36][C:35]=1[CH3:43]>>[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][C:20]([C:37]4[CH:38]=[CH:39][N:34]=[C:35]([CH3:43])[CH:36]=4)=[CH:19][C:18]=3[Cl:24])(=[O:16])=[O:15])[CH2:11][C@H:10]2[C:25]([N:27]2[CH2:31][CH2:30][C:29]([F:33])([F:32])[CH2:28]2)=[O:26])=[O:8])[CH2:5][CH2:4]1)#[N:2]

Participants

3

Reactant 2

HCID 41926642-Methylpyridine-4-boronic acidHCID 59619267HCID 59619267, compound

Product 1

HCID 59619218HCID 59619218, compound

Procedure

The title compound was prepared in analogy to example 196 using (1R,2R,4R)-4-(2-chloro-4-bromo-benzenesulfonyl)-2-(3,3-difluoro-pyrrolidine-1-carbonyl)-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide (Example 187 step 4) and 2-picoline-4-boronic acid. Light yellow solid (59%). MS (EI): 577.1 (M+H)+.

Sources & evidence

ORD record
ord-487602240b294753a00ef992e9ebf6fb
Source dataset
uspto-grants-2011_02
Patent number
US07893099B2

Reaction notes

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