Ethyl Acetate → [3-Cyclopentanecarbonyl-4-(3-[1,3,4]thiadiazol-2-yl-ureido)-phenyl]-acetic acid ethyl ester

HRID 131876Notes

Reaction equation

HRID 131876 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]([C:13]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])[CH:7]=1)[CH3:2].[S:21]1[CH:25]=[N:24][N:23]=[C:22]1[NH2:26].[CH2:27]([O:29]C(=O)C)C>>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:27]([NH:26][C:22]2[S:21][CH:25]=[N:24][N:23]=2)=[O:29])=[C:8]([C:13]([CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[O:14])[CH:7]=1)[CH3:2]

Participants

4

Reactant 3

HCID 8857Ethyl AcetateHCID 199091,3,4-Thiadiazol-2-amineHCID 66998892(4-Amino-3-cyclopentanecarbonylphenyl)acetic acid ethyl ester

Product 1

HCID 59732786[3-Cyclopentanecarbonyl-4-(3-[1,3,4]thiadiazol-2-yl-ureido)-phenyl]-acetic acid ethyl ester

Procedure

3-Cyclopentanecarbonyl-4-(3-[1,3,4]thiadiazol-2-yl-ureido)-phenyl]-acetic acid ethyl ester (147 mg, 73%) was prepared from (4-amino-3-cyclopentanecarbonyl-phenyl)-acetic acid ethyl ester (138 mg, 0.5 mmol) and [1,3,4]thiadiazol-2-ylamine (60 mg, 0.6 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-6308d37a06c9457189f5f3702709a1cf
Source dataset
uspto-grants-2008_06
Patent number
US07384967B2

Reaction notes

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