Trifluoroacetic acid → Trifluoroacetic acid

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	4-(4-{5-[2-Chloro-5-(4-Cyano-Benzoylamino)-Benzoylamino]-Pyrimidin-2-ylamino}-Benzenesulfonyl)-Piperidine-1-Carboxylic Acid tert-Butyl Ester	HCID 67428209	—
Solvent	Dichloromethane	HCID 6344	—
Product	Trifluoroacetic acid	HCID 6422	99%
Product	2-Chloro-5-(4-Cyano-Benzoylamino)-N-{2-[4-(Piperidine-4-Sulfonyl)-Phenylamino]-Pyrimidin-5-yl}-Benzamide	HCID 24960369	—

Reaction Steps

A stirred suspension of intermediate 27 (Example 39) (0.12 g, 0.143 mmol) in DCM (8 mL) was treated with TFA (0.200 mL) and stirred for 18 h. Solvents were then removed yielding desired product as TFA salt (0.104 g, 99%). 1H NMR (DMSO-d6): δ 1.61-1.70 (m, 2H), 2.01-2.04 (m, 2H), 2.80-2.90 (m, 2H), 7.61 (d, J=8.8 Hz, 1H), 7.74 (d, J=8.9 Hz, 2H), 7.90 (dd, J=8.7 Hz, J=2.5 Hz, 1H), 8.04-8.13 (m, 7H), 8.21-8.25 (m, 1H), 8.64-8.68 (m, 1H), 8.90 (s, 2H), 10.37 (s, 1H), 10.78 (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-96829ca63ea749a7a0a839a07cac586d
Source note	uspto-grants-2011_10