Diisopropylethylamine → HCID 67218877, compound

HRID 1622326Notes

Reaction equation

HRID 1622326 reaction equation
[C:1]([N:8]1[CH2:16][CH2:15][CH:11]([C:12]([OH:14])=O)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[C:50]([N:60]1[CH2:65][CH2:64][NH:63][CH2:62][CH2:61]1)([O:52][CH2:53][C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1)=[O:51]>C(Cl)(Cl)Cl.CN(C=O)C>[CH2:53]([O:52][C:50]([N:60]1[CH2:65][CH2:64][N:63]([C:12]([CH:11]2[CH2:10][CH2:9][N:8]([C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[CH2:16][CH2:15]2)=[O:14])[CH2:62][CH2:61]1)=[O:51])[C:54]1[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=1

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 643495Benzyl piperazine-1-carboxylateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 67218877HCID 67218877, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Procedure

General procedure A was followed using N-Boc-isonipecotic acid (0.25 g, 1.1 mmol), HATU (0.46 g, 1.2 mmol), DIPEA (0.57 mL, 3.3 mmol), 1-Cbz-piperazine (0.21 mL, 1.1 mmol) and DMF (5 mL) to furnish the intermediate compound benzyl-4-(1-(tert-butoxycarbonyl)piperidine-4-carbonyl)piperazine-1-carboxylate as a white solid (339 mg, 72%), umax (CHCl3)/cm−1 3014, 2863, 1688, 1644, 1427, 1367, 1205, 1168.

Sources & evidence

ORD record
ord-7a32cb3d42b84447916e3c5dccd2b74c
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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