Trifluoroacetic acid → HCID 68160484, compound

HRID 532104Notes

Reaction equation

HRID 532104 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][N:6]2[C:11]([C:12]3[CH:13]=[C:14]([N:18](C(=O)CC(C)(C)C)[C:19](=[O:21])[CH3:20])[CH:15]=[CH:16][CH:17]=3)=[CH:10][CH:9]=[N:8][C:7]=12)#[N:2].F[C:30](F)(F)[C:31]([OH:33])=[O:32]>ClCCl>[C:1]([C:3]1[CH:4]=[N:5][N:6]2[C:11]([C:12]3[CH:13]=[C:14]([N:18]([CH2:30][C:31]([OH:33])=[O:32])[C:19](=[O:21])[CH3:20])[CH:15]=[CH:16][CH:17]=3)=[CH:10][CH:9]=[N:8][C:7]=12)#[N:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66835720HCID 66835720, compound

Product 1

HCID 68160484HCID 68160484, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-[3-(3-cyanopyrazolo[1,5-a]pyrimidin-7-yl)phenyl]-N-tert-butylacetylacetamide 4 (9.0 g, 0.023 mol) in dichloromethane (200 ml) was added trifluoroacetic acid (60 ml). The reaction mixture was stirred at room temperature for four hours. The solution was concentrated to dryness. The crude product obtained was purified by chromatography on silica gel using chloroform/methanol (9/1). 5.5 g of Hapten-A was obtained as a foamy solid. NMR13C: 172.7, 172.2, 153.1, 151.6, 147.6, 147.2, 143.7, 131.56, 131.2, 131.0, 129.8, 112.9, 110.4, 84.1, 51.6, 29.5 and 22.6

Workup

  1. concentrationThe solution was concentrated to dryness

Sources & evidence

ORD record
ord-d746c5d689c548afbb75f3b7f7d51461
Source dataset
uspto-grants-2014_10
Patent number
US08852953B2

Reaction notes

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