Triethylamine → Quinolinepropionic acid, 1,2,3,4-tetrahydro-

HRID 219558

Reaction equation

HRID 219558 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].CN(C(ON1N=N[C:18]2[CH:19]=[CH:20][CH:21]=N[C:17]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CS(C)=[O:34].[CH3:36][OH:37]>N1C=CC=CC=1>[N:3]1([CH2:6][CH2:7][C:36]([OH:34])=[O:37])[C:4]2[C:20](=[CH:19][CH:18]=[CH:17][CH:5]=2)[CH2:21][CH2:2][CH2:1]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 22036561Dimethyl sulfoxide methanol

Product 1

HCID 98707Quinolinepropionic acid, 1,2,3,4-tetrahydro-

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of the corresponding acid (0.2 mmol), amine (0.2 mmol), triethylamine (28 μL, 0.2 mmol) and HATU (76 mg, 0.2 mmol) in pyridine (0.5 mL) was microwaved at 200° C. for 420 s. The reaction mixture was diluted with 50% DMSO/MeOH (0.5 mL), filtered and purified by HPLC (gradient of 10-99% CH3CN/water).

Workup

  1. customwas microwaved at 200° C. for 420 s
  2. filtrationfiltered
  3. custompurified by HPLC (gradient of 10-99% CH3CN/water)

Sources & evidence

ORD record
ord-ac3770e1be064b4dbb752ea7ef32733d
Source dataset
uspto-grants-2012_06
Patent number
US08202861B2

Linked notes

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