HCID 21072482, compound → N-[(6R,7S)-2-fluoro-6-methyl-9-(2-morpholin-4-yl-ethyl)-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-2,2-dimethyl-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

HRID 1348615Notes

Reaction equation

HRID 1348615 reaction equation
C(O[C:6](=[O:30])[NH:7][C@@H:8]1[C:14](=[O:15])[N:13]([CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[C:12]2[CH:24]=[C:25]([F:28])[CH:26]=[CH:27][C:11]=2[O:10][C@@H:9]1[CH3:29])(C)(C)C.N[C@@H]1C(=O)N(CCN2CCOCC2)C2C=C(F)C=CC=2O[C@@H]1C.[CH3:54][C:55](C)([C:59]([NH:61][CH2:62][C:63]([F:69])([F:68])[C:64]([F:67])([F:66])[F:65])=[O:60])[C:56](O)=O>>[F:28][C:25]1[CH:26]=[CH:27][C:11]2[O:10][C@H:9]([CH3:29])[C@H:8]([NH:7][C:6](=[O:30])[C:55]([CH3:56])([CH3:54])[C:59]([NH:61][CH2:62][C:63]([F:68])([F:69])[C:64]([F:67])([F:65])[F:66])=[O:60])[C:14](=[O:15])[N:13]([CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:12]=2[CH:24]=1

Participants

4

Reactant 3

HCID 21072482HCID 21072482, compoundHCID 67076834(6R,7S)-7-amino-2-fluoro-6-methyl-9-(2-morpholin-4-yl-ethyl)-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-oneHCID 67076938[(6R,7S)-2-fluoro-6-methyl-9-(2-morpholin-4-yl-ethyl)-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-carbamic acid tert-butyl ester

Product 1

HCID 21091482N-[(6R,7S)-2-fluoro-6-methyl-9-(2-morpholin-4-yl-ethyl)-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-2,2-dimethyl-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

Procedure

[(6R,7S)-2-fluoro-6-methyl-9-(2-morpholin-4-yl-ethyl)-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-carbamic acid tert-butyl ester was deprotected according to the procedure in example 42b. The resulting (6R,7S)-7-amino-2-fluoro-6-methyl-9-(2-morpholin-4-yl-ethyl)-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one was reacted with 2,2-dimethyl-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid in analogy to the procedure described in example 2b to yield N-[(6R,7S)-2-fluoro-6-methyl-9-(2-morpholin-4-yl-ethyl)-8-oxo-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocyclohepten-7-yl]-2,2-dimethyl-N′-(2,2,3,3,3-pentafluoro-propyl)-malonamide, MS m/e (%): 569.3 (M+H+, 100).

Sources & evidence

ORD record
ord-882bf5c71bcb49da8315e320cf044061
Source dataset
uspto-grants-2007_05
Patent number
US07211573B2

Reaction notes

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