HCID 21072482, compound → HCID 21091492, compound

HRID 1348613Notes

Reaction equation

C(O[C:6](=[O:26])[NH:7][C@@H:8]1[C:14](=[O:15])[N:13]([CH2:16][C:17](=[O:19])[NH2:18])[C:12]2[CH:20]=[C:21]([F:24])[CH:22]=[CH:23][C:11]=2[O:10][C@@H:9]1[CH3:25])(C)(C)C.N[C@@H]1C(=O)N(CC(N)=O)C2C=C(F)C=CC=2O[C@@H]1C.[CH3:46][C:47](C)([C:51]([NH:53][CH2:54][C:55]([F:61])([F:60])[C:56]([F:59])([F:58])[F:57])=[O:52])[C:48](O)=O>>[C:17]([CH2:16][N:13]1[C:12]2[CH:20]=[C:21]([F:24])[CH:22]=[CH:23][C:11]=2[O:10][C@H:9]([CH3:25])[C@H:8]([NH:7][C:6](=[O:26])[C:47]([CH3:48])([CH3:46])[C:51]([NH:53][CH2:54][C:55]([F:60])([F:61])[C:56]([F:59])([F:57])[F:58])=[O:52])[C:14]1=[O:15])(=[O:19])[NH2:18]

Participants

Reactant 3

HCID 21072482HCID 21072482, compound

HCID 21091401HCID 21091401, compound

HCID 67077020HCID 67077020, compound

Product 1

HCID 21091492HCID 21091492, compound

Procedure

((6R,7S)-9-Carbamoylmethyl-2-fluoro-6-methyl-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 2-((6R,7S)-7-amino-2-fluoro-6-methyl-8-oxo-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-acetamide 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)-9-carbamoylmethyl-2-fluoro-6-methyl-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 (%): 511.3 (M−H+, 100).

Sources & evidence

ORD record: ord-c162fb14e7964d65b3af6a179954de82
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211573B2

Reaction notes

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