Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 72369986, compound

HRID 559942Notes

Reaction equation

HRID 559942 reaction equation
[CH:1]1([C:6]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=2[NH:15][C:16]([NH:18][C:19]2[S:20][CH:21]=[C:22]([CH2:24][CH:25]=O)[N:23]=2)=[O:17])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:27]([CH:32]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:29][CH2:30][CH3:31])=[O:28]>>[CH2:30]([O:29][C:27](=[O:28])[CH:32]=[CH:25][CH2:24][C:22]1[N:23]=[C:19]([NH:18][C:16]([NH:15][C:9]2[CH:10]=[CH:11][C:12]([CH3:14])=[CH:13][C:8]=2[C:6]([CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:7])=[O:17])[S:20][CH:21]=1)[CH3:31]

Participants

3

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 86593071HCID 86593071, compound

Product 1

HCID 72369986HCID 72369986, compoundYield 42%

Procedure

4-{2-[3-(2-Cyclopentanecarbonyl-4-methyl-phenyl)-ureido]-thiazol-4-yl}-but-2-enoic acid ethyl ester (50 mg, 42%) was prepared from 1-(2-Cyclopentanecarbonyl-4-methyl-phenyl)-3-[4-(2-oxo-ethyl)-thiazol-2-yl]-urea (0.10 g, 0.27 mmol) and (carbethoxymethylene)-triphenylphosphorane (0.09 g, 0.27 mmol) following the general procedure X.

Sources & evidence

ORD record
ord-7959537ba7134819a579b82fd98cbb28
Source dataset
uspto-grants-2011_11
Patent number
US08063081B2

Reaction notes

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