5-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acid → 5-(2,2,2-Trifluoro-ethoxy)-pyridine-2-carboxylic acid [3-((3aS,7S,7aS)-5-amino-7-methyl-3,3a,7,7a-tetrahydro-4H-2,4-dioxa-6-aza-inden-7-yl)-4-fluoro-phenyl]-amide

HRID 1950768Notes

Reaction equation

HRID 1950768 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C@:8]2([CH3:18])[C@@H:16]3[C@@H:12]([CH2:13][O:14][CH2:15]3)[O:11][C:10]([NH2:17])=[N:9]2)[CH:7]=1.[F:20][C:21]([F:34])([F:33])[CH2:22][O:23][C:24]1[CH:25]=[CH:26][C:27]([C:30](O)=[O:31])=[N:28][CH:29]=1>>[NH2:17][C:10]1[O:11][C@H:12]2[C@@H:16]([C@:8]([C:6]3[CH:7]=[C:2]([NH:1][C:30]([C:27]4[CH:26]=[CH:25][C:24]([O:23][CH2:22][C:21]([F:34])([F:33])[F:20])=[CH:29][N:28]=4)=[O:31])[CH:3]=[CH:4][C:5]=3[F:19])([CH3:18])[N:9]=1)[CH2:15][O:14][CH2:13]2

Participants

3

Reactant 2

HCID 574758545-(2,2,2-Trifluoroethoxy)pyridine-2-carboxylic acidHCID 68158132(3aS,7S,7aS)-7-(5-amino-2-fluoro-phenyl)-7-methyl-3,3a,7,7a-tetrahydro-1H-2,4-dioxa-6-aza-inden-5-ylamine

Product 1

HCID 601488535-(2,2,2-Trifluoro-ethoxy)-pyridine-2-carboxylic acid [3-((3aS,7S,7aS)-5-amino-7-methyl-3,3a,7,7a-tetrahydro-4H-2,4-dioxa-6-aza-inden-7-yl)-4-fluoro-phenyl]-amide

Procedure

The coupling of (3aS,7S,7aS)-7-(5-amino-2-fluoro-phenyl)-7-methyl-3,3a,7,7a-tetrahydro-1H-2,4-dioxa-6-aza-inden-5-ylamine and 5-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (prepared as described in Banner D. et al., WO 2010/128 058) following procedure G yielded the title compound as a colorless solid. MS: m/z=469.2 [M+H]+.

Sources & evidence

ORD record
ord-68aa7f89ab2447d68880a6c2f47b377a
Source dataset
uspto-grants-2013_03
Patent number
US08404680B2

Reaction notes

Loading…