Triacetoxyperiodinane → HCID 86584332, compound

HRID 2308009Notes

Reaction equation

HRID 2308009 reaction equation
[Cl:1][C:2]1[CH:24]=[C:23]([CH3:25])[C:5]([O:6][C:7]2[N:15]=[C:14]([CH3:16])[CH:13]=[C:12]([NH:17][CH:18]([CH2:21][OH:22])[CH2:19][CH3:20])[C:8]=2[C:9]([NH2:11])=[O:10])=[C:4]([CH3:26])[CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl.CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH3:26])[C:5]([O:6][C:7]2[N:15]=[C:14]([CH3:16])[CH:13]=[C:12]([NH:17][CH:18]([CH:21]=[O:22])[CH2:19][CH3:20])[C:8]=2[C:9]([NH2:11])=[O:10])=[C:23]([CH3:25])[CH:24]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 21912149HCID 21912149, compound

Product 1

HCID 86584332HCID 86584332, compound

Reagents, catalysts & solvents 1

HCID 21912085Dimethylsulfoxide-dichloromethaneSolvent

Procedure

A mixture of 2-(4-chloro-2,6-dimethyl-phenoxy)-4-(1-hydroxymethyl-propylamino)-6-methyl-nicotinamide and Dess-Martin reagent in methylene chloride/DMSO was stirred at rt for 4 hr. The title compound was isolated after standard work-up and silica gel Biotage purification. 1H NMR(CDCl3) d 9.52(s,1H), 8.00(brs,1H), 7.06(s,22H), 5.99(s,1H), 5.8(brs,1H), 3.85(m,1H), 2.09(s,3H), 2.08(s,6H), 1.8-2.2(m,2H), 1.08(t,3H) ppm.

Sources & evidence

ORD record
ord-3d111fbb31cc40ae968ee69e86554e87
Source dataset
uspto-grants-2004_12
Patent number
US06833378B2

Reaction notes

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