HCID 18752451, compound → HCID 16072570, compound

HRID 1838086Notes

Reaction equation

[CH3:1][C:2]1[CH:33]=[CH:32][CH:31]=[CH:30][C:3]=1[CH2:4][NH:5][C:6]([C@@H:8]1[C:12]([CH3:14])([CH3:13])[S:11][CH2:10][N:9]1[C:15](=[O:29])[C@@H:16]([OH:28])[C@@H:17]([NH2:27])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)=[O:7].C([O:37][C:38]1[C:39]([CH3:48])=[C:40]([CH:44]=[CH:45][C:46]=1[F:47])[C:41](O)=[O:42])(=O)C>>[CH3:1][C:2]1[CH:33]=[CH:32][CH:31]=[CH:30][C:3]=1[CH2:4][NH:5][C:6]([C@@H:8]1[C:12]([CH3:14])([CH3:13])[S:11][CH2:10][N:9]1[C:15](=[O:29])[C@@H:16]([OH:28])[C@@H:17]([NH:27][C:41](=[O:42])[C:40]1[CH:44]=[CH:45][C:46]([F:47])=[C:38]([OH:37])[C:39]=1[CH3:48])[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)=[O:7]

Participants

Reactant 2

HCID 18752451HCID 18752451, compound

HCID 69879159HCID 69879159, compound

Product 1

HCID 16072570HCID 16072570, compoundYield 67.6%

Procedure

The reaction was carried out in the same manner as in Step 3 of Example 1 using the compound obtained in Step 2 of Example 1 (94 mg) and 3-acetoxy-4-fluoro-2-methylbenzoic acid (45 mg). The resulting crude product was purified by recryatallization from a mixture of EtOAc and n-hexane to obtain the target compound (84 mg, 67%).

Workup

customThe resulting crude product was purified by recryatallization from a mixture of EtOAc and n-hexane

Sources & evidence

ORD record: ord-df77c76dae084aec94b13712c6d6ee36
Source dataset: uspto-grants-2004_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06673772B2

Reaction notes

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