Piperidin-4-ol → HCID 71217368, compound

HRID 1887908Notes

Reaction equation

HRID 1887908 reaction equation
Br[C:2]1[S:3][C:4]([C:7]([NH:9][CH2:10][C:11]2[C:20](=[O:21])[C:19]3[C:14](=[CH:15][C:16]([Cl:22])=[CH:17][CH:18]=3)[N:13]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:12]=2)=[O:8])=[CH:5][N:6]=1.[OH:29][CH:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1>>[Cl:22][C:16]1[CH:15]=[C:14]2[C:19]([C:20](=[O:21])[C:11]([CH2:10][NH:9][C:7]([C:4]3[S:3][C:2]([N:33]4[CH2:34][CH2:35][CH:30]([OH:29])[CH2:31][CH2:32]4)=[N:6][CH:5]=3)=[O:8])=[CH:12][N:13]2[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 71208954HCID 71208954, compound

Product 1

HCID 71217368HCID 71217368, compound

Procedure

2-(4-Hydroxypiperidin-1-yl)-thiazole-5-carboxylic acid (7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-amide was prepared starting from intermediate F and 4-hydroxypiperidine. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.48 (t, J=5.54 Hz, 1H) 8.25 (d, J=8.66 Hz, 1H) 7.91 (s, 1H) 7.78 (s, 1H) 7.59-7.71 (m, 3H) 7.54-7.59 (m, 1H) 7.43 (dd, J=8.66, 2.01 Hz, 1H) 6.88 (d, J=1.81 Hz, 1H) 4.79 (d, J=4.03 Hz, 1H) 4.26 (d, J=5.44 Hz, 2H) 3.69 (dd, J=12.59, 4.53 Hz, 3H) 3.20 (ddd, J=13.09, 9.37, 3.53 Hz, 2H) 1.70-1.81 (m, 2H) 1.39 (td, J=8.66, 4.23 Hz, 2H).

Sources & evidence

ORD record
ord-a2ff7d9686494c47a202813953c56403
Source dataset
uspto-grants-2013_08
Patent number
US08501732B2

Reaction notes

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