Potassium Carbonate → Methyl 1-(1,4-dioxa-8-azaspiro[4.5]dec-8-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylate

HRID 876254Notes

Reaction equation

HRID 876254 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15](OC3C=CC([N+]([O-])=O)=CC=3)=[O:16])[CH2:12][CH:11]([C:27]([O:29][CH3:30])=[O:28])[CH2:10]2)=[CH:5][CH:4]=1.[O:33]1[C:37]2([CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)[O:36][CH2:35][CH2:34]1.C(=O)([O-])[O-].[K+].[K+]>>[O:33]1[C:37]2([CH2:42][CH2:41][N:40]([C:15]([N:13]3[CH2:14][CH:9]([C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:31])[F:32])=[CH:8][CH:7]=4)[CH2:10][CH:11]([C:27]([O:29][CH3:30])=[O:28])[CH2:12]3)=[O:16])[CH2:39][CH2:38]2)[O:36][CH2:35][CH2:34]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 580023253-Methyl 1-(4-nitrophenyl) 5-[4-(trifluoromethyl)phenyl]piperidine-1,3-dicarboxylate

Product 1

HCID 66701334Methyl 1-(1,4-dioxa-8-azaspiro[4.5]dec-8-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylate

Procedure

6.00 g (13.3 mmol) of the compound from Example 58A, 4.75 g (33.2 mmol) of 8-aza-1,4-dioxa-spiro[4.5]decane and 1.83 g (13.3 mmol) of potassium carbonate were reacted according to General Method 8A. Yield: 5.15 g (81% of theory)

Sources & evidence

ORD record
ord-3fab0ba709b04671b97bc846989e468f
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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