Methyl 3-(piperidin-4-yl)propanoate → 3-[1-(4-{4-[(2-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-1-carbonyl)-piperidin-4-yl]-propionic acid

HRID 557785Notes

Reaction equation

HRID 557785 reaction equation
[N+](C1C=CC([O:10][C:11]([N:13]2[CH2:18][CH2:17][CH:16]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26]([C:28]4[N:29]=[C:30]([C:37]5[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=5)[O:31][C:32]=4[C:33]([F:36])([F:35])[F:34])=[O:27])=[CH:21][CH:20]=3)[CH2:15][CH2:14]2)=O)=CC=1)([O-])=O.C[O:44][C:45](=[O:54])[CH2:46][CH2:47][CH:48]1[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]1>>[C:37]1([C:30]2[O:31][C:32]([C:33]([F:35])([F:34])[F:36])=[C:28]([C:26]([NH:25][C:22]3[CH:21]=[CH:20][C:19]([CH:16]4[CH2:15][CH2:14][N:13]([C:11]([N:51]5[CH2:52][CH2:53][CH:48]([CH2:47][CH2:46][C:45]([OH:44])=[O:54])[CH2:49][CH2:50]5)=[O:10])[CH2:18][CH2:17]4)=[CH:24][CH:23]=3)=[O:27])[N:29]=2)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 10261546Methyl 3-(piperidin-4-yl)propanoateHCID 576520494-{4-[(2-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid 4-nitro-phenyl ester

Product 1

HCID 251200653-[1-(4-{4-[(2-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-1-carbonyl)-piperidin-4-yl]-propionic acid

Procedure

With a procedure similar to above, 3-[1-(4-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-1-carbonyl)-piperidin-4-yl]-propionic acid was prepared from 4-{4-[(2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl)-amino]-phenyl}-piperidine-1-carboxylic acid 4-nitro-phenyl ester and 3-piperidin-4-yl-propionic acid methyl ester. LCMS calcd for C31H33F3N4O5 (m/e) 598, obsd 599 (M+H). The NMR spectrum obtained on the sample is compatible with its structure.

Workup

  1. customThe NMR spectrum obtained on the sample

Sources & evidence

ORD record
ord-f22bce0ce4b6461ba0f50deb04764d6a
Source dataset
uspto-grants-2011_11
Patent number
US08058299B2

Reaction notes

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