Dimethylformamide dimethyl acetal → HCID 20548504, compound

HRID 2058871Notes

Reaction equation

HRID 2058871 reaction equation
[CH3:1][CH:2]([CH3:20])[CH2:3][C:4](=[O:19])[CH2:5][C:6](=[O:18])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1.CO[CH:23](OC)[N:24]([CH3:26])[CH3:25].Cl.CN>>[CH3:23][N:24]1[CH:26]=[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:9]=2)[C:6](=[O:18])[C:5]([C:4](=[O:19])[CH2:3][CH:2]([CH3:20])[CH3:1])=[CH:25]1

Participants

4

Reactant 3

HCID 78373Dimethylformamide dimethyl acetalHCID 6364545Methylamine hydrochlorideHCID 20548483HCID 20548483, compound

Product 1

HCID 20548504HCID 20548504, compound

Procedure

A 3.9 g. portion of impure 6-methyl-1-(3-trifluoromethylphenyl)-2,4-heptanedione was reacted with 50 ml. of N,N-dimethylformamide dimethyl acetal, and then with 5 g. of methylamine hydrochloride as described in the examples above. The product was purified as described in Example 13 to obtain 0.22 g. of the desired product, m.p. 110°-112°. Nmr analysis is DMSOd6 showed peaks at δ7.6-8.3 (m, 6H, atomatic); 3.8 (s, 3H, N--CH3); 2.9-3.1 (d, 2H, COCH2); 1.8-2.4 (m, 1H, CH2CH); 0.8-1.0 (d, 6H, CH(CH3)2).

Workup

  1. customThe product was purified
  2. customto obtain 0.22 g

Sources & evidence

ORD record
ord-a77b62ffe0b44379a70f180f00141e3a
Source dataset
uspto-grants-1982_03
Patent number
US04319916

Reaction notes

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