HCID 67278842, compound → HCID 58916222, compound

HRID 2387579Notes

Reaction equation

HRID 2387579 reaction equation
C([O:8][C:9](=[O:59])[CH2:10][CH2:11][C:12]([O:14][C:15]1([CH2:39][O:40][C:41]2[CH:46]=[CH:45][C:44]([N:47]3[CH2:51][C@H:50]([CH2:52][NH:53][C:54](=[O:56])[CH3:55])[O:49][C:48]3=[O:57])=[CH:43][C:42]=2[F:58])[CH2:20][CH2:19][N:18]([C:21]2[C:30]([F:31])=[CH:29][C:28]3[C:27](=[O:32])[C:26]([C:33]([OH:35])=[O:34])=[CH:25][N:24]([CH:36]4[CH2:38][CH2:37]4)[C:23]=3[N:22]=2)[CH2:17][CH2:16]1)=[O:13])C1C=CC=CC=1>[OH-].[Pd+2].[OH-].O1CCCC1.CO>[C:54]([NH:53][CH2:52][C@@H:50]1[O:49][C:48](=[O:57])[N:47]([C:44]2[CH:45]=[CH:46][C:41]([O:40][CH2:39][C:15]3([O:14][C:12](=[O:13])[CH2:11][CH2:10][C:9]([OH:59])=[O:8])[CH2:16][CH2:17][N:18]([C:21]4[C:30]([F:31])=[CH:29][C:28]5[C:27](=[O:32])[C:26]([C:33]([OH:35])=[O:34])=[CH:25][N:24]([CH:36]6[CH2:38][CH2:37]6)[C:23]=5[N:22]=4)[CH2:19][CH2:20]3)=[C:42]([F:58])[CH:43]=2)[CH2:51]1)(=[O:56])[CH3:55]

Participants

4

Reactant 1

HCID 67278842HCID 67278842, compound

Product 1

HCID 58916222HCID 58916222, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In analogy to example 74 step 5 with 22 mg succinic acid 4-{4-[(5S)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenoxymethyl}-1-(6-carboxy-8-cyclopropyl-3-fluoro-5-oxo-5,8-dihydro-[1,8]naphthyridin-2-yl)-piperidin-4-yl ester benzyl ester (MW: 817.80, 0.026 mmol) and 2 mg of palladium hydroxide 20% on activated carbon in 20 ml of a 1/1 tetrahydrofuran/methanol mixture. Yield: 16 mg, 81%. MS: 729 (M+H)+, 727 (M+H)−, Method ESI+, ESI−.

Sources & evidence

ORD record
ord-fd9d2e4a41d94ee59f526e56353e6acf
Source dataset
uspto-grants-2012_09
Patent number
US08268812B2

Reaction notes

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