Etrabamine → Naphthalene-2-carboxylic acid {4-[methyl-(4,5,6,7-tetrahydro-benzothiazol-6-yl)-amino]-butyl}-amide

HRID 1942343Notes

Reaction equation

HRID 1942343 reaction equation
O=[CH:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1)=[O:8].[CH3:19][NH:20][CH:21]1[CH2:29][CH2:28][C:24]2[N:25]=[CH:26][S:27][C:23]=2[CH2:22]1>>[CH3:19][N:20]([CH:21]1[CH2:29][CH2:28][C:24]2[N:25]=[CH:26][S:27][C:23]=2[CH2:22]1)[CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=1)=[O:8]

Participants

3

Reactant 2

HCID 68895EtrabamineHCID 86651298Naphthalene-2-carboxylic acid (4-oxo-butyl)-amide

Product 1

HCID 66937345Naphthalene-2-carboxylic acid {4-[methyl-(4,5,6,7-tetrahydro-benzothiazol-6-yl)-amino]-butyl}-amideYield 25%

Procedure

Compound 3 is prepared from 2E and 3C as described for 1. The resulting oil is crystallized as salt of oxalic acid from ethanol/diethylether.

Workup

  1. customThe resulting oil is crystallized as salt of oxalic acid from ethanol/diethylether

Sources & evidence

ORD record
ord-6bf62916bbef4ffab817c23683ec93ac
Source dataset
uspto-grants-2013_03
Patent number
US08389555B2

Reaction notes

Loading…