Diisopropylethylamine → HCID 86585702, compound

HRID 1008273Notes

Reaction equation

HRID 1008273 reaction equation
[CH3:1][C:2]1([CH3:23])[O:6][C:5](=[O:7])[CH:4]([CH:8]([C:13]([N:15]2[CH2:19][CH2:18][CH2:17][C@H:16]2[C:20](O)=[O:21])=[O:14])[CH2:9][CH2:10][CH2:11][CH3:12])[O:3]1.CC[N:26](C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[CH3:1][C:2]1([CH3:23])[O:6][C:5](=[O:7])[CH:4]([CH:8]([C:13]([N:15]2[CH2:19][CH2:18][CH2:17][C@H:16]2[C:20]([NH2:26])=[O:21])=[O:14])[CH2:9][CH2:10][CH2:11][CH3:12])[O:3]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 86585703HCID 86585703, compound

Product 1

HCID 86585702HCID 86585702, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 1-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)-1-(2-(S)-carboxypyrrolidin-1-ylcarbonyl)pentane C-2 in DMF was added an amine R14NH2, DIEA and HATU and the solution stirred for 2 h. Aqueous workup followed by silica gel chromatography afforded 1-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)-1-(2-(S)-aminocarbonylpyrrolidin-1-ylcarbonyl)pentane C-3.

Sources & evidence

ORD record
ord-0d763f2b0f474b8e824aac9cc6c70b43
Source dataset
uspto-grants-2004_09
Patent number
US06797820B2

Reaction notes

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