Ammonia → Benzo[d][1,2,3]thiadiazole-5-carboxylic acid (4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

HRID 599248

Reaction equation

HRID 599248 reaction equation
[ClH:1].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@H:5]3[NH2:12])[CH2:3]1)[CH2:9]2.[S:13]1[C:17]2[CH:18]=[CH:19][C:20]([C:22](O)=[O:23])=[CH:21][C:16]=2[N:15]=[N:14]1.N>>[ClH:1].[N:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C@H:5]3[NH:12][C:22]([C:20]3[CH:19]=[CH:18][C:17]4[S:13][N:14]=[N:15][C:16]=4[CH:21]=3)=[O:23])[CH2:3]1)[CH2:9]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 27354581,2,3-Benzothiadiazole-5-carboxylic acidHCID 671521221-Azatricyclo[3.3.1.1,3,7]decan-4-amine hydrochloride

Product 1

HCID 67152109Benzo[d][1,2,3]thiadiazole-5-carboxylic acid (4r)-(1-azatricyclo[3.3.1.13,7]dec-4-yl)-amide hydrochloride

Procedure

Prepared from (4r)-1-azatricyclo[3.3.1.13,7]dec-4-ylamine hydrochloride and benzo[d][1,2,3]thiadiazole-5-carboxylic acid according to methods A and C. 1H NMR (300 MHz, methanol-d4) δ ppm 2.08-2.34 (m, 5H), 2.51 (s, 2H), 3.42-3.64 (m, 4H), 3.88 (d, J=12.5 Hz, 2H), 4.33 (s, 1H), 8.22 (d, J=8.5 Hz, 1H), 8.36 (d, J=8.5 Hz, 1H), 9.19 (s, 1H). MS (DCI/NH3) m/z 315. Anal. Calculated for C16H18N4OS.HCl: C, 54.77; H, 5.46; N, 15.97. Found: C, 53.27; H, 4.94; N, 15.47.

Sources & evidence

ORD record
ord-08cedcb4c3694086a89e43a334e9d371
Source dataset
uspto-grants-2011_03
Patent number
US07897766B2

Linked notes

Loading…