Ethyl piperazine-1-acetate → (4-{2-[2-(4-Chloro-benzoylamino)-thiazol-4-yl]-acetyl}-piperazin-1-yl)-acetic acid ethyl ester

HRID 2237534Notes

Reaction equation

HRID 2237534 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9]2[S:10][CH:11]=[C:12]([CH2:14][C:15]([OH:17])=O)[N:13]=2)=[O:7])=[CH:4][CH:3]=1.[CH2:20]([O:22][C:23]([CH2:25][N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)=[O:24])[CH3:21]>>[CH2:20]([O:22][C:23](=[O:24])[CH2:25][N:26]1[CH2:31][CH2:30][N:29]([C:15](=[O:17])[CH2:14][C:12]2[N:13]=[C:9]([NH:8][C:6](=[O:7])[C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:19][CH:18]=3)[S:10][CH:11]=2)[CH2:28][CH2:27]1)[CH3:21]

Participants

3

Reactant 2

HCID 207112Ethyl piperazine-1-acetateHCID 677042[2-(4-Chloro-benzoylamino)-thiazol-4-yl]-acetic acid

Product 1

HCID 59698848(4-{2-[2-(4-Chloro-benzoylamino)-thiazol-4-yl]-acetyl}-piperazin-1-yl)-acetic acid ethyl ester

Procedure

22.1 Using general procedure A, [2-(4-chloro-benzoylamino)-thiazol-4-yl]-acetic acid (example 1.2) was coupled with 1-(ethoxycarbonylmethyl)-piperazine to give (4-{2-[2-(4-chloro-benzoylamino)-thiazol-4-yl]-acetyl}-piperazin-1-yl)-acetic acid ethyl ester. Off-white solid. MS 473.1 ([M+Na]+)

Sources & evidence

ORD record
ord-c7d3e445117a44be84f907991b702771
Source dataset
uspto-grants-2010_05
Patent number
US07718659B2

Reaction notes

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