4,5-Dichloro-1,2-phenylenediamine → HCID 11212016, compound

HRID 498614Notes

Reaction equation

HRID 498614 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.C([O:15][C:16](=O)[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]2[CH:31]=[C:30]([CH3:32])[N:29]=[C:28]([CH3:33])[CH:27]=2)[CH:21]=1)=O)(C)(C)C>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]2[NH:9][C:16](=[O:15])[CH2:17][C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]4[CH:27]=[C:28]([CH3:33])[N:29]=[C:30]([CH3:32])[CH:31]=4)[CH:21]=3)=[N:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 792974,5-Dichloro-1,2-phenylenediamineHCID 694892403-[3-(2,6-Dimethyl-pyridin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester

Product 1

HCID 11212016HCID 11212016, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The title compound was prepared from commercially available 4,5-dichloro-1,2-phenylendiamine (109 mg, 0.61 mmol) and 3-[3-(2,6-dimethyl-pyridin-4-yl)-phenyl]-3-oxo-propionic acid tert-butyl ester (Example K15) (200 mg, 0.61 mmol) in xylene (10 ml) under reflux conditions for 2 h according to the general procedure M. Obtained as a light brown solid (173 mg, 69%).

Sources & evidence

ORD record
ord-f633a1eac1b948e5bafb9e2c2b58b354
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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