Ammonia → 1H-Indole-5-carboxylic acid(4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	1H-Indole-5-Carboxylic Acid	HCID 74280	—
Reactant	1-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride	HCID 67152122	—
Product	1H-Indole-5-carboxylic acid(4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride	HCID 67152106	—

Reaction Steps

Prepared from (4r)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and indole-5-carboxylic acid (Aldrich) according to methods A and C; yield 77 mg, 0.23 mmol (65%): 1H NMR (300 MHz, methanol-d4) δ 2.00-2.31 (m, 5H), 2.48 (s, 2H), 3.49 (d, J=12 Hz, 2H), 3.56 (s, 2H), 3.85 (d, J=13 Hz, 2H), 4.31 (d, 1H), 6.57 (d, J=3 Hz, 1H), 7.33 (d, J=3 Hz, 1H), 7.44 (d, J=9 Hz, 1H), 7.66 (dd, J=9, 2 Hz, 1H), 8.18 (d, J=2 Hz, 1H); MS (DCI/NH3) m/z 296 (M+H)+; Anal. C18H21N3O.HCl.0.1H2O: C, H, N.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07897766B2
Source dataset	uspto-grants-2011_03
ORD ID	ord-fc565eb5a5f44d67904febaead9edefe
Source note	uspto-grants-2011_03