Diisopropylethylamine → HCID 67218539, compound

HRID 1622322Notes

Reaction equation

HRID 1622322 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]([NH:60][CH2:61][CH2:62][NH2:63])([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>[C:4]([O:3][C:1]([N:8]1[CH2:9][CH2:10][CH:11]([C:12](=[O:14])[NH:63][CH2:62][CH2:61][NH:60][C:50]([O:52][CH2:53][C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)=[O:51])[CH2:15][CH2:16]1)=[O:2])([CH3:5])([CH3:6])[CH3:7]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 2794257Benzyl N-(2-aminoethyl)carbamateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 67218539HCID 67218539, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6228DimethylformamideSolvent

Procedure

General procedure A was followed using N-Boc-isonipecotic acid (0.10 g, 0.44 mmol), HATU (0.22 g, 0.57 mmol), DIPEA (0.38 mL, 2.2 mmol), N-Cbz-ethylenediamine (0.11 g, 0.57 mmol) and DMF (2 mL) to furnish the title compound as a yellow wax (170 mg, 96%), umax (CHCl3)/cm−1 3361, 3024, 2943, 1713, 1683, 1519, 1428, 1236, 1166; m/z (ESI) C21H32N3O5 requires 406.2337, found [M+H]+ 406.2330.

Sources & evidence

ORD record
ord-fd76b3a90917423bbb6352682c4fef4d
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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