(5-cyano-1-methyl-1H-pyrrol-2-yl)boronic acid → HCID 118044955, compound

HRID 525712Notes

Reaction equation

HRID 525712 reaction equation
Br[C:2]1[C:3]([N:22]2[CH2:26][CH2:25][C@@H:24]([OH:27])[CH2:23]2)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([Cl:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].[C:28]([C:30]1[N:34]([CH3:35])[C:33](B(O)O)=[CH:32][CH:31]=1)#[N:29]>>[Cl:20][C:17]([F:19])([F:18])[O:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7](=[O:8])[C:6]2[CH:21]=[C:2]([C:33]3[N:34]([CH3:35])[C:30]([C:28]#[N:29])=[CH:31][CH:32]=3)[C:3]([N:22]3[CH2:26][CH2:25][C@@H:24]([OH:27])[CH2:23]3)=[N:4][CH:5]=2)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 11708078(5-cyano-1-methyl-1H-pyrrol-2-yl)boronic acidHCID 72545856(R)-5-Bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamide

Product 1

HCID 118044955HCID 118044955, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 32.1 using (R)-5-bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxypyrrolidin-1-yl)nicotinamide (Stage 22.1) and 5-cyano-1-methyl-1H-pyrrol-2-ylboronic acid to afford an off-white powder. HPLC (Condition 4) tR=5.96 min, UPLC-MS (Condition 3) tR=1.11 min, m/z=486 [M−H]−.

Workup

  1. customto afford an off-white powder

Sources & evidence

ORD record
ord-3ab6c7d6d9a842f6b1a637112d508ebe
Source dataset
uspto-grants-2016_05
Patent number
US09340537B2

Reaction notes

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