Ethanamine, 2-(methylsulfonyl)-, hydrochloride (1:1) → HCID 66722986, compound

HRID 505749Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([N:10]2[CH:18]([CH:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)[CH:17]3[C:12]([C:13]4[CH:28]=[CH:27][C:26]([C:29]([OH:31])=O)=[CH:25][C:14]=4[CH2:15][CH2:16]3)=[N:11]2)[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].Cl.[CH3:33][S:34]([CH2:37][CH2:38][NH2:39])(=O)=[O:35]>>[Cl:1][C:2]1[CH:3]=[C:4]([N:10]2[CH:18]([CH:19]3[CH2:20][CH2:21][O:22][CH2:23][CH2:24]3)[CH:17]3[C:12]([C:13]4[CH:28]=[CH:27][C:26]([C:29]([NH:39][CH2:38][CH2:37][S:34]([CH3:33])=[O:35])=[O:31])=[CH:25][C:14]=4[CH2:15][CH2:16]3)=[N:11]2)[CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

Participants

Reactant 2

HCID 17749886Ethanamine, 2-(methylsulfonyl)-, hydrochloride (1:1)

HCID 59429354HCID 59429354, compound

Product 1

HCID 66722986HCID 66722986, compound

Procedure

The title compound was prepared from (±)-(3SR,3aRS)-2-(3-chloro-4-cyanophenyl)-3-(tetrahydro-2H-pyran-4-yl)-3,3a,4,5-tetrahydro-2H-benzo[g]indazole-7-carboxylic acid, Example 36 and 2-(methylsulfonyl)ethanamine hydrochloride according to Method F. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.25-1.32 (m, 2H), 1.41 (ddd, J=24.50, 12.42, 4.43 Hz, 1H), 1.51-1.57 (m, 1H), 1.87-1.99 (m, 2H), 2.25-2.33 (m, 1H), 2.87-3.00 (m, 1H), 3.04 (s, 3H), 3.08-3.21 (m, 3H), 3.38 (t, J=6.85 Hz, 2H), 3.61-3.79 (m, 5H), 4.82 (dd, J=9.80, 3.63 Hz, 1H), 7.18-7.23 (m, 1H), 7.44 (s, 1H), 7.71 (d, J=8.59 Hz, 1H), 7.73-7.77 (m, 1H), 7.78 (s, 1H), 8.08 (d, J=8.06 Hz, 1H), 8.79 (t, J=5.50 Hz, 1H); HRMS m/z 541.1702 (M+H).

Sources & evidence

ORD record: ord-47f05aea4c3648afaf90abad16103a9b
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781428B2

Reaction notes

Loading…