Trifluoroacetic acid methylene chloride → N-((5-hydroxy-1-(2-methyl-4-phenylthiazole-5-carbonyl)piperidin-2-yl)methyl)quinoline-8-carboxamide

HRID 60816Notes

Reaction equation

HRID 60816 reaction equation
C(O)(C(F)(F)F)=O.C(Cl)Cl.[CH3:11][C:12]1[S:13][C:14]([C:23]([N:25]2[CH2:30][C:29](=[O:31])[CH2:28][CH2:27][CH:26]2[CH2:32][NH:33][C:34]([C:36]2[CH:37]=[CH:38][CH:39]=[C:40]3[C:45]=2[N:44]=[CH:43][CH:42]=[CH:41]3)=[O:35])=[O:24])=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:16]=1>>[CH3:11][C:12]1[S:13][C:14]([C:23]([N:25]2[CH2:30][C:29](=[O:31])[CH2:28][CH2:27][CH:26]2[CH2:32][NH:33][C:34]([C:36]2[CH:37]=[CH:38][CH:39]=[C:40]3[C:45]=2[N:44]=[CH:43][CH:42]=[CH:41]3)=[O:35])=[O:24])=[C:15]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:16]=1.[OH:31][CH:29]1[CH2:30][N:25]([C:23]([C:14]2[S:13][C:12]([CH3:11])=[N:16][C:15]=2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:24])[CH:26]([CH2:32][NH:33][C:34]([C:36]2[CH:37]=[CH:38][CH:39]=[C:40]3[C:45]=2[N:44]=[CH:43][CH:42]=[CH:41]3)=[O:35])[CH2:27][CH2:28]1

Participants

4

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 89739420N-((1-(2-Methyl-4-phenylthiazole-5-carbonyl)-5-oxopiperidin-2-yl)methyl)quinoline-8-carboxamide

Product 2

HCID 71715162N-((5-hydroxy-1-(2-methyl-4-phenylthiazole-5-carbonyl)piperidin-2-yl)methyl)quinoline-8-carboxamideHCID 89739420N-((1-(2-Methyl-4-phenylthiazole-5-carbonyl)-5-oxopiperidin-2-yl)methyl)quinoline-8-carboxamide

Procedure

The title compound was prepared from the product of Part III above using TFA/CH2Cl2. MS (ESI) 485 (M+H). N-((5-hydroxy-1-(2-methyl-4-phenylthiazole-5-carbonyl)piperidin-2-yl)methyl)quinoline-8-carboxamide was prepared according to general procedure K using N-((1-(2-methyl-4-phenylthiazole-5-carbonyl)-5-oxopiperidin-2-yl)methyl)quinoline-8-carboxamide. MS (ESI) 487 (M+H).

Sources & evidence

ORD record
ord-f8daaa81824e4c60a922dab9a23ae83e
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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