Trifluoroacetic acid → Trifluoroacetic acid

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	4-[4-(5-{2-Chloro-5-[(Thiophene-2-Carbonyl)-Amino]-Benzoylamino}-Pyrimidin-2-ylamino)-Benzenesulfonyl]-Piperidine-1-Carboxylic Acid tert-Butyl Ester	HCID 59652704	—
Solvent	Dichloromethane	HCID 6344	—
Product	Trifluoroacetic acid	HCID 6422	87%
Product	Thiophene-2-Carboxylic Acid (4-Chloro-3-{2-[4-(Piperidine-4-Sulfonyl)-Phenylamino]-Pyrimidin-5-ylcarbamoyl}-Phenyl)-Amide	HCID 24960368	—

Reaction Steps

A stirred suspension of intermediate 26 (Example 37) (0.10 g, 0.143 mmol) in DCM (8 mL) was treated with TFA (0.200 mL) and stirred for 3 h. Solvents were then removed yielding desired product as TFA salt (0.075 g, 87%). 1H NMR (DMSO-d6): δ 1.61-1.70 (m, 2H), 2.01-2.04 (m, 2H), 2.80-2.90 (m, 2H), 7.23-7.27 (m, 1H), 7.58 (d, J=8.8 Hz, 1H), 7.74 (d, J=8.9 Hz, 2H), 7.86-7.91 (m, 2H), 8.04-8.05 (m, 4H), 8.21-8.25 (m, 1H), 8.65-8.69 (m, 1H), 8.9 (s, 2H), 10.37 (s, 1H), 10.53 (s, 1H), 10.79 (s, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08030487B2
Source dataset	uspto-grants-2011_10
ORD ID	ord-4dcd1a6e418a441cab47538cbecd86d3
Source note	uspto-grants-2011_10