HCID 11097971, compound → HCID 10218226, compound

HRID 2219274Notes

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]([F:38])([F:37])[C:23]1[CH:28]=[CH:27][C:26]([NH:29][CH2:30][C:31]2[N:32]=[N:33][N:34]([CH3:36])[N:35]=2)=[CH:25][CH:24]=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:29]([C:26]3[CH:25]=[CH:24][C:23]([C:22]([F:38])([F:37])[F:21])=[CH:28][CH:27]=3)[CH2:30][C:31]3[N:32]=[N:33][N:34]([CH3:36])[N:35]=3)[C:8]=2[CH:20]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 11097971HCID 11097971, compound

HCID 68882430HCID 68882430, compound

Product 1

HCID 10218226HCID 10218226, compoundYield 16%

Procedure

The same procedure as step 3 of example 1 was accomplished, except for using the epoxide compound (300 mg, 1.07 mmol) obtained in step 1 of example 2 and N-(4-trifluoromethylphenyl)-N-(2-methyl-2H-tetrazol-5-ylmethyl)amine. The crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=2:1), to give desired compound (92 mg, yield: 16%).

Workup

customThe crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=2:1)

Sources & evidence

ORD record: ord-95dfa820d0c94642ae49ac4c51b9862e
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414068B2

Reaction notes

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