2-Hydroxy-2-methyl-N-(2,2,2-trifluoro-ethyl)-malonamic acid → 2-hydroxy-2-methyl-N'-(2,2,2-trifluoro-ethyl)-malonamide

HRID 1348676Notes

Reaction equation

[OH:1][C:2]([CH3:14])([C:6]([NH:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[O:7])[C:3](O)=[O:4].[NH2:15][C@@H]1C(=O)N(CC(F)(F)F)C2C=C(F)C=CC=2O[C@@H]1CC>>[OH:1][C:2]([CH3:14])([C:6]([NH:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[O:7])[C:3]([NH2:15])=[O:4]

Participants

Reactant 2

HCID 210914072-Hydroxy-2-methyl-N-(2,2,2-trifluoro-ethyl)-malonamic acid

HCID 21091446(6R,7S)-7-Amino-6-ethyl-2-fluoro-9-(2,2,2-trifluoro-ethyl)-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one

Product 1

HCID 866052922-hydroxy-2-methyl-N'-(2,2,2-trifluoro-ethyl)-malonamide

Procedure

N-[(6R,7S)-6-Ethyl-2-fluoro-8-oxo-9-(2,2,2-trifluoro-ethyl)-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-(R or S)-2-hydroxy-2-methyl-N′-(2,2,2-trifluoro-ethyl)-malonamide, entity A, was obtained according to the procedures described for example 2b using (S or R)-2-hydroxy-2-methyl-N-(2,2,2-trifluoro-ethyl)-malonamic acid, entity B (example 72), and (6R,7S)-7-amino-6-ethyl-2-fluoro-9-(2,2,2-trifluoro-ethyl)-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one, MS m/e (%): 504.0 (M+H+, 100). N-[(6R,7S)-6-Ethyl-2-fluoro-8-oxo-9-(2,2,2-trifluoro-ethyl)-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-(R or S)-2-hydroxy-2-methyl-N′-(2,2,2-trifluoro-ethyl)-malonamide, entitiy B, was obtained according to the procedures described for example 2b using (S or R)-2-hydroxy-2-methyl-N-(2,2,2-trifluoro-ethyl)-malonamic acid, entity A (example 72), and (6R,7S)-7-amino-6-ethyl-2-fluoro-9-(2,2,2-trifluoro-ethyl)-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one, MS m/e (%): 504.0 (M+H+, 100).

Sources & evidence

ORD record: ord-0d876d3857884c5699f92cfe965c124b
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211573B2

Reaction notes

Loading…