Dimethylformamide dimethyl acetal → 3-(Dimethylamino)-1-(3-iodo-1-propan-2-ylpyrazol-4-yl)prop-2-en-1-one

HRID 629494Notes

Reaction equation

HRID 629494 reaction equation
[I:1][C:2]1[C:6]([C:7](=[O:9])[CH3:8])=[CH:5][N:4]([CH:10]([CH3:12])[CH3:11])[N:3]=1.CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>>[CH3:15][N:16]([CH3:18])[CH:17]=[CH:8][C:7]([C:6]1[C:2]([I:1])=[N:3][N:4]([CH:10]([CH3:12])[CH3:11])[CH:5]=1)=[O:9]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 510342301-(3-Iodo-1-isopropyl-1H-pyrazol-4-yl)ethanone

Product 1

HCID 703125653-(Dimethylamino)-1-(3-iodo-1-propan-2-ylpyrazol-4-yl)prop-2-en-1-one

Conditions

Temperature
155 °C

Procedure

A mixture of Intermediate 1-(3-iodo-1-isopropyl-1H-pyrazol-4-yl)ethanone (5.0 g, 18.0 mmol) and N,N-dimethylformamide dimethyl acetal (50 mL) was heated at 155° C. for 20 h. The mixture was concentrated under vacuum to provide the crude title compound. MS m/z 334.0 (M+1).

Workup

  1. concentrationThe mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-5b1bb4a0e24b40f8971299d02905eb34
Source dataset
uspto-grants-2016_04
Patent number
US09314464B2

Reaction notes

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