Dimethylformamide dimethyl acetal → HCID 86658935, compound

HRID 1950786Notes

Reaction equation

HRID 1950786 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:4]=[C:5]([NH:13][C:14]2[C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:18]([CH3:25])[N:17]=[C:16]([S:26][CH3:27])[N:15]=2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.CO[CH:32](OC)[N:33]([CH3:35])[CH3:34]>>[F:29][C:2]([F:1])([F:28])[C:3]1[CH:4]=[C:5]([NH:13][C:14]2[C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[C:18](/[CH:25]=[CH:32]/[N:33]([CH3:35])[CH3:34])[N:17]=[C:16]([S:26][CH3:27])[N:15]=2)[CH:6]=[C:7]([C:9]([F:10])([F:12])[F:11])[CH:8]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 86658933HCID 86658933, compound

Product 1

HCID 86658935HCID 86658935, compound

Procedure

The title compound was prepared as described in Example 1e by starting from ethyl 4-(3,5-bis(trifluoro methyl)phenylamino)-6-methyl-2-(methylthio)pyrimidine-5-carboxylate (1.52 g, 3.6 mmol) and N,N-dimethylformamide dimethylacetal (743 uL, 5.2 mmol) and continuing until the reaction yielded the crude title compound (E)-ethyl 4-(3,5-bis(trifluoromethyl)phenylamino)-6-(2-(dimethylamino)vinyl)-2-(methyl thio)pyrimidine-5-carboxylate. The resultant compound was used for the next step without further purification.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-42f8bc1440e24cf19737c892abcd63f3
Source dataset
uspto-grants-2013_03
Patent number
US08404677B2

Reaction notes

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