Trifluoroacetic acid → Trifluoroacetic acid

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	4-(4-{5-[2-Chloro-5-(3-Trifluoromethyl-Benzoylamino)-Benzoylamino]-Pyrimidin-2-ylamino}-Benzenesulfonyl)-Piperidine-1-Carboxylic Acid tert-Butyl Ester	HCID 59652742	—
Solvent	Dichloromethane	HCID 6344	—
Product	Trifluoroacetic acid	HCID 6422	99%
Product	2-Chloro-N-{2-[4-(Piperidine-4-Sulfonyl)-Phenylamino]-Pyrimidin-5-yl}-5-(3-Trifluoromethyl-Benzoylamino)-Benzamide	HCID 24960367	—

Reaction Steps

A stirred suspension of intermediate 14 (Example 21) (0.058 g, 0.076 mmol) in DCM (8 mL) was treated with TFA (0.100 mL) and stirred for 3 h. Solvents were then removed yielding desired product as TFA salt (0.05 g, 99%). 1H NMR (DMSO-d6): δ 1.62-1.70 (m, 2H), 2.01-2.08 (m, 4H), 2.8-2.9 (m, 2H), 3.3-3.6 (m, 2H), 3.45-3.49 (m, 1H), 7.61 (d, J=8.8 Hz, 1H), 7.74 (d, J=8.8 Hz, 2H), 7.81 (t, J=15.7 Hz, J=7.8 Hz, 1H), 7.93 (dd, J=8.8 Hz, J=2.5 Hz, 1H), 8.00 (d, J=7.6 Hz, 1H), 8.05 (d, J=8.9 Hz, 2H), 8.10 (d, J=2.5 Hz, 1H), 8.20-8.32 (m, 3H), 8.65-8.69 (m, 1H), 8.90 (s, 2H), 10.37 (s, 1H), 10.76 (s, 1H), 10.80 (s, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08030487B2
Source dataset	uspto-grants-2011_10
ORD ID	ord-196fa5aafef444e995ee458a1f4d640d
Source note	uspto-grants-2011_10