Water → HCID 70979552, compound

HRID 924684Notes

Reaction equation

HRID 924684 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:22])=[C:6]([C:8]2[NH:9][C:10]([C:15](=O)/[CH:16]=[CH:17]/[N:18](C)[CH3:19])=[CH:11][C:12]=2[C:13]#[N:14])[CH:7]=1.C(O)(=O)C.C(N)=[NH:28].O>CN(C=O)C>[N:18]1[CH:17]=[CH:16][C:15]([C:10]2[NH:9][C:8]([C:6]3[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[CH3:22])=[C:12]([C:13]#[N:14])[CH:11]=2)=[N:28][CH:19]=1

Participants

5

Reactant 3

HCID 962WaterHCID 160693Formamidine acetateHCID 71243789HCID 71243789, compound

Product 1

HCID 70979552HCID 70979552, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

To a suspension of 2-(5-chloro-2-methyl-phenyl)-5-((E)-3-dimethylamino-acryloyl)-1H-pyrrole-3-carbonitrile (313 mg, 1.0 mmol) in DMF (5 mL) was added formamidine acetate (208 mg, 2.0 mmol). The mixture was heated to 150° C. for 5 h under efficient stirring. The resulting mixture was diluted by dropwise addition of water and extracted with EtOAc.

Workup

  1. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-e3bbce3660694e4a9ea857fd0ea5ac59
Source dataset
uspto-grants-2016_03
Patent number
US09283224B2

Reaction notes

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