4-Methylpiperidine → 5-(2-Hydroxy-4-{2-[2-(4-methylpiperidin-1-yl)-2-oxo-ethyl]-benzyl}-phenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

HRID 660807Notes

Reaction equation

HRID 660807 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:23]=[CH:24][C:25]=1[N:26]1[CH2:30][C:29](=[O:31])[NH:28][S:27]1(=[O:33])=[O:32])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:19][C:20](O)=[O:21])C1C=CC=CC=1.[CH3:34][CH:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1>>[OH:8][C:9]1[CH:10]=[C:11]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][C:20]([N:38]2[CH2:39][CH2:40][CH:35]([CH3:34])[CH2:36][CH2:37]2)=[O:21])[CH:23]=[CH:24][C:25]=1[N:26]1[S:27](=[O:33])(=[O:32])[NH:28][C:29](=[O:31])[CH2:30]1

Participants

3

Reactant 2

HCID 693814-MethylpiperidineHCID 68839879{2-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-benzyl]-phenyl}-acetic Acid

Product 1

HCID 577773565-(2-Hydroxy-4-{2-[2-(4-methylpiperidin-1-yl)-2-oxo-ethyl]-benzyl}-phenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

Procedure

The title compound is prepared from {2-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-benzyl]-phenyl}-acetic acid and 4-methylpiperidine analogous to Example 314, steps B and C. (M−1)−=456. HPLC retention time=1.07 min (Method A).

Sources & evidence

ORD record
ord-049247e34a3940fd8dca426479b6edcc
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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