N,N-Dimethylethylenediamine → HCID 44241893, compound

HRID 84690Notes

Reaction equation

HRID 84690 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]([CH3:28])[C:10]([C:12]1[S:24][C:23]2[C:22]3[CH:21]=[C:20]([C:25]([OH:27])=O)[CH:19]=[CH:18][C:17]=3[O:16][CH2:15][C:14]=2[CH:13]=1)=[O:11].[CH3:29][N:30]([CH3:34])[CH2:31][CH2:32][NH2:33]>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]([CH3:28])[C:10]([C:12]1[S:24][C:23]2[C:22]3[CH:21]=[C:20]([C:25]([NH:33][CH2:32][CH2:31][N:30]([CH3:34])[CH3:29])=[O:27])[CH:19]=[CH:18][C:17]=3[O:16][CH2:15][C:14]=2[CH:13]=1)=[O:11]

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 57900153HCID 57900153, compound

Product 1

HCID 44241893HCID 44241893, compound

Procedure

Following the procedure of Example 15 and General Procedure C, 2-((2,4-difluorophenyl)(methyl)carbamoyl)-4H-thieno[3,2-c]chromene-8-carboxylic acid and N1,N1-dimethyl-1,2-ethanediamine were coupled to give 109bp. 1H NMR (400 MHz, CDCl3) δ 8.28 (br s, 1 H), 7.67 (s, 1 H), 7.56 (m, 1 H), 7.25 (m, 1 H), 6.88 (m, 2 H), 6.78 (m, 1 H), 6.69 (s, 1 H), 5.07 (s, 2 H), 3.78 (m, 2 H), 3.31 (s, 3 H), 3.27 (m, 2 H), 2.84 (s, 6 H). LCMS (ESI) m/z: 472.2

Workup

  1. customto give 109bp

Sources & evidence

ORD record
ord-02aed50185e44c9fb84ac9c1c9415e7a
Source dataset
uspto-grants-2014_09
Patent number
US08846762B2

Reaction notes

Loading…