5-Methylfurfural → HCID 18677563, compound

HRID 1634215Notes

Reaction equation

HRID 1634215 reaction equation
[Br:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([NH:6][CH2:7][C:8]1[CH:13]=[C:12]([NH2:14])[N:11]=[C:10]([NH2:15])[CH:9]=1)=[O:5].C1(C)C=C(C)C=C(C)C=1S([NH:31]O)(=O)=O.[CH3:34][C:35]1[O:39][C:38]([CH:40]=O)=[CH:37][CH:36]=1>>[NH2:15][C:10]1[N:11]2[N:31]=[C:40]([C:38]3[O:39][C:35]([CH3:34])=[CH:36][CH:37]=3)[N:14]=[C:12]2[CH:13]=[C:8]([CH2:7][NH:6][C:4](=[O:5])[C:3]2[CH:16]=[CH:17][CH:18]=[CH:19][C:2]=2[Br:1])[CH:9]=1

Participants

4

Reactant 3

HCID 120975-MethylfurfuralHCID 11009332O-mesitylenesulfonylhydroxylamineHCID 18677533HCID 18677533, compound

Product 1

HCID 18677563HCID 18677563, compoundYield 21%

Procedure

The title compound was prepared in accordance with the general method of example 365 from 2-bromo-N-(2,6-diamino-pyridin-4-ylmethyl)-benzamide, o-mesitylene-sulfonylhydroxylamine, and 5-methyl-2-furaldehyde. The purification was performed with column chromatography on silica eluting with dichloromethane/ethylacetate 1:2.

Workup

  1. customThe purification

Sources & evidence

ORD record
ord-76668e2fb737410a9e2b216666fc1202
Source dataset
uspto-grants-2003_01
Patent number
US06506772B1

Reaction notes

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