1-(1-Methyl-4-piperidinyl)piperazine → (4-{2-[4-(1-Methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-thiazol-2-yl)-carbamic acid tert-butyl ester

HRID 901026Notes

Reaction equation

HRID 901026 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].[CH3:18][N:19]1[CH2:24][CH2:23][CH:22]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH2:21][CH2:20]1>>[C:1]([O:5][C:6](=[O:7])[NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][C:15]([N:28]2[CH2:27][CH2:26][N:25]([CH:22]3[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]3)[CH2:30][CH2:29]2)=[O:17])[N:13]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 5663241-(1-Methyl-4-piperidinyl)piperazineHCID 154800062-(2-((tert-Butoxycarbonyl)amino)thiazol-4-yl)acetic acid

Product 1

HCID 59698869(4-{2-[4-(1-Methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-thiazol-2-yl)-carbamic acid tert-butyl ester

Procedure

47.1 Using general method C, (2-tert-butoxycarbonylamino-thiazol-4-yl)-acetic acid (example 37.2) was coupled with 1-(N-methylpiperidin-4-yl)piperazine to give (4-{2-[4-(1-methyl-piperidin-4-yl)-piperazin-1-yl]-2-oxo-ethyl}-thiazol-2-yl)-carbamic acid tert-butyl ester. Off-white powder. MS 424.0 ([M+H]+)

Sources & evidence

ORD record
ord-3bdfc4a1a4df431f9c782485b1f54a2f
Source dataset
uspto-grants-2008_04
Patent number
US07361672B2

Reaction notes

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