2,6-Xylyl isocyanate → HCID 57710322, compound

HRID 1038703Notes

Reaction equation

HRID 1038703 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[CH:14]=[C:13]([NH:15][CH3:16])[N:12]=[CH:11][N:10]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[C:19]=1[N:25]=[C:26]=[O:27]>COCCOCCOC>[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[N:10]=[CH:11][N:12]=[C:13]([N:15]([CH3:16])[C:26]([NH:25][C:19]3[C:18]([CH3:17])=[CH:23][CH:22]=[CH:21][C:20]=3[CH3:24])=[O:27])[CH:14]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 987872,6-Xylyl isocyanateHCID 66669906HCID 66669906, compound

Product 1

HCID 57710322HCID 57710322, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

A solution of N-(3-chloro-phenyl)-N′-methyl-pyrimidine-4,6-diamine (Example 124A, 94 mg, 0.4 mmol) and 2,6-dimethylphenyl isocyanate (74 mg, 0.52 mmol) in diglyme was stirred at 80° C. for 18 h. The solvent is evaporated in vacuo, and the residue is purified by column flash chromatography on silica gel (ethyl acetate/hexane 1:2) to afford title compound (29 mg, 19

Workup

  1. customThe solvent is evaporated in vacuo
  2. customthe residue is purified by column flash chromatography on silica gel (ethyl acetate/hexane 1:2)

Sources & evidence

ORD record
ord-80fd4c5cfe6b4c26873cb277608d44b4
Source dataset
uspto-grants-2013_10
Patent number
US08552002B2

Reaction notes

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