Trifluoroacetic acid → 6-(pyridin-4-yl)indoline TFA salt

HRID 1628292Notes

Reaction equation

HRID 1628292 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:15]=[C:14]3[C:10]([CH2:11][CH2:12][N:13]3C(OC(C)(C)C)=O)=[CH:9][CH:8]=2)=[CH:3][CH:2]=1.[C:23]([OH:29])([C:25]([F:28])([F:27])[F:26])=[O:24]>C(Cl)Cl>[OH:29][C:23]([C:25]([F:28])([F:27])[F:26])=[O:24].[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:15]=[C:14]3[C:10]([CH2:11][CH2:12][NH:13]3)=[CH:9][CH:8]=2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69620888tert-Butyl 6-(pyridin-4-yl)indoline-1-carboxylate

Product 1

HCID 866648356-(pyridin-4-yl)indoline TFA saltYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 100 ml flask was added tert-butyl 6-(pyridin-4-yl)indoline-1-carboxylate 50.B (202 mg, 0.68), 10 ml of CH2Cl2, and 5 ml of TFA. The reaction was stirred at room temperature for 2 hours at which time the solvent was removed to give 6-(pyridin-4-yl)indoline TFA salt 50.0 as a light yellow solid (300 mg, 100% yield).

Workup

  1. customwas removed

Sources & evidence

ORD record
ord-30c2f89b6e2a4c9fb1d61638afff5310
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

Loading…