Triethylamine → HCID 18315088, compound

HRID 1421461Notes

Reaction equation

HRID 1421461 reaction equation
[CH3:1][N:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5](=[O:12])[N:4]([C:13]2[C:18]([NH2:19])=[C:17]([OH:20])[C:16]([Cl:21])=[CH:15][C:14]=2[F:22])[C:3]1=[O:23].[C:24](Cl)(=O)[CH:25]([CH3:27])[CH3:26].C(N(CC)CC)C.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C1(C)C(C)=CC=CC=1>[CH3:1][N:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5](=[O:12])[N:4]([C:13]2[C:18]3[N:19]=[C:24]([CH:25]([CH3:27])[CH3:26])[O:20][C:17]=3[C:16]([Cl:21])=[CH:15][C:14]=2[F:22])[C:3]1=[O:23]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 62325Isobutyryl chlorideHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 120569121-methyl-6-trifluoromethyl-3-(6-amino4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 18315088HCID 18315088, compoundYield 36.1%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

This compound was prepared in the manner of Step C of Example 1, using 0.52 gram (0.0015 mole) of 1-methyl-6-trifluoromethyl-3-(6-amino4-chloro-2-fluoro-5-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedione, 0.18 gram (0.0017 mole) of isobutyryl chloride, 0.24 gram (0.0017 mole) of triethylamine, and 0.09 gram (0.0004 mole) of pyridinium p-toluenesulfonate in 50 mL of xylene, yielding 0.22 gram of Compound 28. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in the manner of Step C of Example 1

Sources & evidence

ORD record
ord-0d01ca63666542d8b16663f1ff15b52e
Source dataset
uspto-grants-2000_06
Patent number
US06077812

Reaction notes

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