Diisopropylethylamine → HCID 67339048, compound

HRID 1622321Notes

Reaction equation

HRID 1622321 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:57][CH2:58][CH2:59][NH2:60])([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51]>CN(C=O)C>[C:4]([O:3][C:1]([N:8]1[CH2:9][CH2:10][CH:11]([C:12](=[O:14])[NH:60][CH2:59][CH2:58][NH:57][C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[CH2:15][CH2:16]1)=[O:2])([CH3:5])([CH3:6])[CH3:7]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 187201N-BOC-ethylenediamineHCID 3928711-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 67339048HCID 67339048, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

General procedure A was followed using N-Boc-isonipecotic acid (0.20 g, 0.86 mmol), HATU (0.43 g, 1.1 mmol), DIPEA (0.76 mL, 4.4 mmol), N-Boc-ethylenediamine (0.18 g, 1.1 mmol) and DMF (4 mL) to furnish the title compound as a beige solid (311 mg, 96%), m.p. 172-174° C.; umax (CHCl3)/cm−1 3022, 2981, 1684, 1671, 1507, 1367, 1241, 1165; m/z (ESI) C18H33N3NaO5 requires 394.2312, found [M+Na]+ 394.2310.

Sources & evidence

ORD record
ord-0b87e0a2a649462d8a7edff588e4a14d
Source dataset
uspto-grants-2014_07
Patent number
US08778925B2

Reaction notes

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