3-Chloro-4-fluorocinnamic acid → (E)-N-[1-(5-Acetyl-furan-2-ylmethyl)-1H-pyrazol-4-yl]-3-(3-chloro-4-fluoro-phenyl)-acrylamide

HRID 2065139Notes

Reaction equation

HRID 2065139 reaction equation
[CH3:1][C:2]1([C:7]2[O:11][C:10]([CH2:12][N:13]3[CH:17]=[C:16]([NH2:18])[CH:15]=[N:14]3)=[CH:9][CH:8]=2)[O:6]CCO1.[Cl:19][C:20]1[CH:21]=[C:22](/[CH:27]=[CH:28]/[C:29](O)=[O:30])[CH:23]=[CH:24][C:25]=1[F:26]>>[C:2]([C:7]1[O:11][C:10]([CH2:12][N:13]2[CH:17]=[C:16]([NH:18][C:29](=[O:30])/[CH:28]=[CH:27]/[C:22]3[CH:23]=[CH:24][C:25]([F:26])=[C:20]([Cl:19])[CH:21]=3)[CH:15]=[N:14]2)=[CH:9][CH:8]=1)(=[O:6])[CH3:1]

Participants

3

Reactant 2

HCID 20638833-Chloro-4-fluorocinnamic acidHCID 669286111-[5-(2-Methyl-[1,3]dioxolan-2-yl)-furan-2-ylmethyl]-1H-pyrazol-4-ylamine

Product 1

HCID 66929072(E)-N-[1-(5-Acetyl-furan-2-ylmethyl)-1H-pyrazol-4-yl]-3-(3-chloro-4-fluoro-phenyl)-acrylamide

Procedure

Following general procedure B followed by either C or D, starting from 1-[5-(2-methyl-[1,3]dioxolan-2-yl)-furan-2-ylmethyl]-1H-pyrazol-4-ylamine and (E)-3-(3-chloro-4-fluoro-phenyl)-acrylic acid.

Sources & evidence

ORD record
ord-05a09211ebb14aa7bdaebbb888dd5250
Source dataset
uspto-grants-2012_10
Patent number
US08288419B2

Reaction notes

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