4-(Methanesulfonyl)phenylboronic acid → HCID 49838518, compound

HRID 472297Notes

Reaction equation

HRID 472297 reaction equation
Br[C:2]1[C:3]2[N:4]([N:8]=[C:9]([NH:11][C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=3)[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:20][S:21]([C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1)(=[O:23])=[O:22]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:20][S:21]([C:24]1[CH:29]=[CH:28][C:27]([C:2]2[C:3]3[N:4]([N:8]=[C:9]([NH:11][C:12]4[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=4)[N:10]=3)[CH:5]=[CH:6][CH:7]=2)=[CH:26][CH:25]=1)(=[O:23])=[O:22]

Participants

4

Reactant 2

HCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 67481418HCID 67481418, compound

Product 1

HCID 49838518HCID 49838518, compound

Reagents, catalysts & solvents 1

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)Catalyst

Procedure

[8-(4-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(3-methoxy-phenyl)-amine was prepared from (8-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-(3-methoxy-phenyl)-amine (200.0 mg, 0.6266 mmol) and (4-methylsulfonylphenyl)boronic acid (150.0 mg, 0.7499 mmol) with Pd(dppf)Cl2 (50.0 mg) as the catalyst in a manner analogous to

Sources & evidence

ORD record
ord-594aaa85c221460d9e21262648437d61
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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