3,3-Dimethylpiperidine → HCID 86692069, compound

HRID 509248Notes

Reaction equation

HRID 509248 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.[CH3:11][C:12]1([CH3:18])[CH2:17][CH2:16][CH2:15][NH:14][CH2:13]1.C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(#N)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]([N:14]2[CH2:15][CH2:16][CH2:17][C:12]([CH3:18])([CH3:11])[CH2:13]2)=[O:10])[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 709423,3-DimethylpiperidineHCID 81531DiisopropylethylamineHCID 5939196-Bromopyridine-2-carboxylic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 86692069HCID 86692069, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

After 6-bromopicolinic acid (200 mg, 0.99 mmol) was suspended in acetonitrile (8 ml), 3,3-dimethylpiperidine (0.17 ml, 1.19 mmol), N,N-diisopropylethylamine (0.26 ml, 1.49 mmol), and HBTU (0.45 g, 1.19 mmol) were sequentially added thereto, and then the resulting mixture was stirred at room temperature under nitrogen stream for 3 hours.

Sources & evidence

ORD record
ord-2a8ef5a0d91d4a8a8ba2ed960a4df245
Source dataset
uspto-grants-2015_08
Patent number
US09096571B2

Reaction notes

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