1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid → HCID 58002545, compound

HRID 1642910Notes

Reaction equation

HRID 1642910 reaction equation
[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26]([OH:28])=O)[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.O[N:30]=[C:31]([C:33]1[CH2:34][N:35]([CH3:39])[CH2:36][CH2:37][CH:38]=1)[NH2:32]>>[CH3:39][N:35]1[CH2:36][CH2:37][CH:38]=[C:33]([C:31]2[N:32]=[C:26]([CH:11]3[CH2:12][CH:13]([C:15]4[CH:16]=[CH:17][C:18]([O:21][C:22]([F:23])([F:24])[F:25])=[CH:19][CH:20]=4)[CH2:14][N:9]([C:7]([N:1]4[CH2:2][CH2:3][O:4][CH2:5][CH2:6]4)=[O:8])[CH2:10]3)[O:28][N:30]=2)[CH2:34]1

Participants

3

Reactant 2

HCID 580025001-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acidHCID 85553771HCID 85553771, compound

Product 1

HCID 58002545HCID 58002545, compound

Procedure

80 mg (0.20 mmol) of 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid (Example 44A) and 34 mg (0.22 mmol, 1.1 eq.) of N′-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-3-carboximidamide [P. Sauerberg et al. J. Med. Chem. 1991, 34, 687-692] were reacted according to the General Method 1. Yield: 23 mg (22% of theory)

Sources & evidence

ORD record
ord-759d71c32d994504831e58eb214819b1
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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