1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid → HCID 178452016, compound

HRID 42596Notes

Reaction equation

HRID 42596 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:17][CH2:18][C:19]1[C:27]2[C:22](=[N:23][C:24]([C:41]3[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=3)=[C:25]([C:35]3[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=3)[C:26]=2[C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[NH:21][N:20]=1>>[F:34][C:31]1[CH:32]=[CH:33][C:28]([C:26]2[C:25]([C:35]3[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=3)=[C:24]([C:41]3[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=3)[N:23]=[C:22]3[NH:21][N:20]=[C:19]([CH2:18][NH:17][C:14]([CH:11]4[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:13][CH2:12]4)=[O:16])[C:27]=23)=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 178510688HCID 178510688, compound

Product 1

HCID 178452016HCID 178452016, compoundYield 26%

Procedure

Following a similar procedure to that described in example 48, but using 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid instead of 2-[4,6-bis(4-fluorophenyl)-5-(4-pyridyl)pyrazolo[3,4-b]pyridin-2-yl]acetic acid and 3-aminomethyl-4,6-bis(4-fluorophenyl)-5-(4-pyridyl)-1H-pyrazolo[3,4-b]pyridine (obtained in example 68) instead of morpholine, the title compound was obtained (yield: 26%).

Sources & evidence

ORD record
ord-36f602e61a7d4ceb8831fcf3f818d12c
Source dataset
uspto-grants-2013_09
Patent number
US08536194B2

Reaction notes

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