Urea → 5-Methylthio-6-trifluoromethyl-1-(3-ethoxycarbonylphenyl carbamoyl)-indoline

HRID 989188Notes

Reaction equation

HRID 989188 reaction equation
[NH2:1][C:2]([NH2:4])=[O:3].N[C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][CH:16]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10].[CH3:17][S:18][C:19]1[CH:20]=[C:21]2[C:25](=[CH:26][C:27]=1[C:28]([F:31])([F:30])[F:29])N[CH2:23][CH2:22]2.C(C1NC=CN=1)(C1NC=CN=1)=O>>[CH3:17][S:18][C:19]1[CH:20]=[C:21]2[C:25](=[CH:26][C:27]=1[C:28]([F:29])([F:31])[F:30])[N:1]([C:2](=[O:3])[NH:4][C:15]1[CH:16]=[CH:6][CH:7]=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:14]=1)[CH2:23][CH2:22]2

Participants

5

Reactant 4

HCID 1176UreaHCID 11400Ethyl 3-aminobenzoateHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 10657270HCID 10657270, compound

Product 1

HCID 180051605-Methylthio-6-trifluoromethyl-1-(3-ethoxycarbonylphenyl carbamoyl)-indolineYield 74%

Procedure

This was prepared in 74% yield by urea formation between ethyl 3-aminobenzoate and 5-methylthio-6-trifluoromethyl indoline, (D7) using carbonyl diimidazole as the coupling agent.

Sources & evidence

ORD record
ord-8706c2ec94384d1796f9b5149ec03087
Source dataset
uspto-grants-2003_10
Patent number
US06638953B2

Reaction notes

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