1-((Pyrrolidine-1-carbonyl)methyl)piperazine → (4-{2-Oxo-2-[4-(2-oxo-2-pyrrolidin-1-yl-ethyl)-piperazin-1-yl]-ethyl}-thiazol-2-yl)-carbamic acid tert-butyl ester

HRID 901018Notes

Reaction equation

HRID 901018 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][C:15]([OH:17])=O)[N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:18]1([C:23]([CH2:25][N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19]1>>[C:1]([O:5][C:6](=[O:7])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][C:15](=[O:17])[N:29]2[CH2:28][CH2:27][N:26]([CH2:25][C:23](=[O:24])[N:18]3[CH2:19][CH2:20][CH2:21][CH2:22]3)[CH2:31][CH2:30]2)[N:13]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 1006141-((Pyrrolidine-1-carbonyl)methyl)piperazineHCID 154800062-(2-((tert-Butoxycarbonyl)amino)thiazol-4-yl)acetic acid

Product 1

HCID 59698829(4-{2-Oxo-2-[4-(2-oxo-2-pyrrolidin-1-yl-ethyl)-piperazin-1-yl]-ethyl}-thiazol-2-yl)-carbamic acid tert-butyl ester

Procedure

37.3 Using general procedure C, (2-tert-butoxycarbonylamino-thiazol-4-yl)-acetic acid was coupled with 1-(pyrrolidinocarbonylmethyl)piperazine to give (4-{2-oxo-2-[4-(2-oxo-2-pyrrolidin-1-yl-ethyl)-piperazin-1-yl]-ethyl}-thiazol-2-yl)-carbamic acid tert-butyl ester. White solid. MS 460.4 ([M+Na]+)

Sources & evidence

ORD record
ord-e24206a0fa0043c48b5e2fbc9b33d933
Source dataset
uspto-grants-2008_04
Patent number
US07361672B2

Reaction notes

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