HCID 11097971, compound → HCID 10152164, compound

HRID 2219266Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C@:11]([CH3:18])([CH:13]([O:16][CH3:17])[O:14][CH3:15])[C@@H:10]3[O:19][C@@H:9]3[C:8]=2[CH:20]=1)([O-:3])=[O:2].[F:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][CH2:29][C:30]2[N:31]=[N:32][N:33]([CH3:35])[N:34]=2)=[CH:24][CH:23]=1>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C@:11]([CH3:18])([CH:13]([O:16][CH3:17])[O:14][CH3:15])[C@H:10]([OH:19])[C@@H:9]([N:28]([C:25]3[CH:26]=[CH:27][C:22]([F:21])=[CH:23][CH:24]=3)[CH2:29][C:30]3[N:31]=[N:32][N:33]([CH3:35])[N:34]=3)[C:8]=2[CH:20]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 11097971HCID 11097971, compound

HCID 69215565HCID 69215565, compound

Product 1

HCID 10152164HCID 10152164, compoundYield 69%

Procedure

The same procedure as step 3 of example 1 was accomplished, except for using epoxide compound (450 mg, 1.6 mmol) obtained in step 1 of example 2 and N-(4-fluorophenyl)-N-(2-methyl-2H-tetrazol-5-ylmethyl)amine (332 mg, 1.6 mmol). The crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=1:1), to give desired compound (528 mg, yield: 69%).

Workup

customThe crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=1:1)

Sources & evidence

ORD record: ord-f8d7ee560b674a72bd4e043da4de1361
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414068B2

Reaction notes

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