Dimethylformamide → HCID 14013793, compound

HRID 1763138Notes

Reaction equation

HRID 1763138 reaction equation
Cl[C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([C:12]([Cl:15])([F:14])[F:13])[N:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[C:3]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21].CN[CH:27]1[CH2:29][CH2:28]1.[CH3:30][N:31](C=O)C>>[Cl:15][C:12]([F:13])([F:14])[C:6]1[N:5]=[C:4]([C:16]([F:19])([F:18])[F:17])[C:3]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:2]([NH:31][CH2:30][CH:27]2[CH2:28][CH2:29]2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 11029756N-MethylcyclopropanamineHCID 140137593-Ethyl 5-methyl 4-chloro-6-(chlorodifluoromethyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

Product 1

HCID 14013793HCID 14013793, compound

Procedure

This compound was prepared as described in Example 37: 5.0 g (0.013 mol) of product of Example 28, 1.85 g (0.026 mol) of N-methylcyclopropylamine (60% pure) in 30 ml of DMF were reacted at room temperature affording 4.3 g of yellow semi-solid oil. Purification by HPLC using 5% ethyl acetate/cyclohexane as eluting solvent afforded an oil which was kugelrohr distilled at 93 Pa, pot temperature 103° C. to give 1.36 g (24.3%) of product as a yellow solid; mp 56°-58° C.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-7292acef32da4e4f88579ac16ec4fa10
Source dataset
uspto-grants-1989_05
Patent number
US04835279

Reaction notes

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