1,1-Dimethylhydrazine → 6-(2-Fluoro-4-iodophenylamino)-N',N',1,3-tetramethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbohydrazide

HRID 548799Notes

Reaction equation

HRID 548799 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:15]([CH3:16])[C:14](=[O:17])[N:13]([CH3:18])[C:12](=[O:19])[C:11]=1[C:20]([O:22]C1C=CC=CC=1)=O.[CH3:29][N:30]([CH3:32])[NH2:31]>>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[N:15]([CH3:16])[C:14](=[O:17])[N:13]([CH3:18])[C:12](=[O:19])[C:11]=1[C:20]([NH:31][N:30]([CH3:32])[CH3:29])=[O:22]

Participants

3

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 59259226Phenyl 6-(2-fluoro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Product 1

HCID 251090926-(2-Fluoro-4-iodophenylamino)-N',N',1,3-tetramethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbohydrazide

Procedure

Example 45 was synthesized following a similar procedure described in the synthesis of Example 5 by reaction of compound 2A and 1,1-dimethylhydrazine. 1H NMR (400 MHz, CDCl3) δ 7.66 (d, J=8.0 Hz, 1H) 7.58 (d, J=8.0 Hz, 1H) 6.99 (t, J=8.0 Hz, 1H) 3.33 (s, 3H) 3.08 (s, 3H) 2.60 (s, 6H). [M+H] calc'd for C15H17FIN5O3, 462. found, 462.

Workup

  1. customExample 45 was synthesized

Sources & evidence

ORD record
ord-a9f0590028244b468672736de3d8db8b
Source dataset
uspto-grants-2011_05
Patent number
US07943626B2

Reaction notes

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