Trifluoroacetic acid → HCID 118341226, compound

HRID 1753038Notes

Reaction equation

HRID 1753038 reaction equation
[Si]([O:8][CH2:9][CH:10]([N:12]1[C:20]2[CH:19]=[CH:18][N:17]=[CH:16][C:15]=2[C:14]([C:21]([C:23]2[CH:24]=[N:25][CH:26]=[C:27]([N:29]=C(C3C=CC=CC=3)C3C=CC=CC=3)[CH:28]=2)=[O:22])=[CH:13]1)[CH3:11])(C(C)(C)C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:29][C:27]1[CH:28]=[C:23]([C:21]([C:14]2[C:15]3[CH:16]=[N:17][CH:18]=[CH:19][C:20]=3[N:12]([CH:10]([CH3:11])[CH2:9][OH:8])[CH:13]=2)=[O:22])[CH:24]=[N:25][CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90094096HCID 90094096, compound

Product 1

HCID 118341226HCID 118341226, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [1-(2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]{5-[(diphenylmethylene)amino]pyridin-3-yl}methanone (Enantiomer 1, Preparation 33, 150 mg, 0.260 mmol) in DCM (5 mL) was added TFA (0.2 mL) and the reaction stirred at room temperature for 4 hours. The reaction was purified directly by preparative HPLC to afford the title compound (40 mg, 52%).

Workup

  1. customThe reaction was purified directly by preparative HPLC

Sources & evidence

ORD record
ord-8c5a7d7e62dc40c984b635f0c85aef75
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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