Trifluoroacetic acid → 2-(Acetylamino)-9-[(2s)-2-aminopropyl]-9h-pyrido[2,3-b]indole-3-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	Trifluoroacetic acid	HCID 6422	—
Reactant	2-amino-9-[(2S)-2-aminopropyl]-9H-pyrido[2,3-b]indole-3-carboxamide	HCID 59513644	—
Product	2-(Acetylamino)-9-[(2s)-2-aminopropyl]-9h-pyrido[2,3-b]indole-3-carboxamide	HCID 24901062	63%

Reaction Steps

xxxi-a (44 mg, 0.104 mmol) was deprotected using the TFA conditions detailed in the preparation of 30 to afford the title compound (66, 29 mg, 63%). NH4OAc standard conditions. DAD Retention time=4.98 min. M+H=326. 1H NMR (300 MHz, DMSO-d6): δ 12.27 (br s, 1H), 9.05 (br s, 1H), 8.41 (br s, 1H), 8.31 (br s, 3H), 8.03 (d, J=7.6 Hz, 1H), 7.80 (br s, 1H), 7.75 (d, J=8.2 Hz, 1H), 7.51 (dd, J=7.6, 7.6 Hz, 1H), 7.32 (dd, J=7.0, 7.0 Hz, 1H), 4.53 (br s, 2H), 3.87-3.75 (br m, 1H), 2.32 (s, 3H), 1.16 (d, J=6.5 Hz, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08101604B2
Source dataset	uspto-grants-2012_01
ORD ID	ord-ad73203382c4443eb0642347326a1535
Source note	uspto-grants-2012_01