HCID 11299037, compound → HCID 10347192, compound

HRID 2219286Notes

Reaction equation

HRID 2219286 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C@:9]([CH3:16])([CH:11]([O:14][CH3:15])[O:12][CH3:13])[C@@H:8]3[O:17][C@@H:7]3[C:6]=2[CH:18]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][CH2:27][C:28]2[N:29]=[N:30][N:31]([CH3:33])[N:32]=2)=[CH:22][CH:21]=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C@:9]([CH3:16])([CH:11]([O:14][CH3:15])[O:12][CH3:13])[C@H:8]([OH:17])[C@@H:7]([N:26]([C:23]3[CH:24]=[CH:25][C:20]([Cl:19])=[CH:21][CH:22]=3)[CH2:27][C:28]3[N:29]=[N:30][N:31]([CH3:33])[N:32]=3)[C:6]=2[CH:18]=1

Participants

3

Reactant 2

HCID 11299037HCID 11299037, compoundHCID 86603163HCID 86603163, compound

Product 1

HCID 10347192HCID 10347192, compoundYield 17%

Procedure

The same procedure as step 3 of example 1 was accomplished, except for using (2S,3R,4R)-6-bromo-2-methyl-2-dimethoxymethyl-3,4-epoxy-3,4-dihydro-2H-1-benzopyran (192 mg, 0.61 mmol) and N-(4-chlorophenyl)-N-(2-methyl-2H-tetrazol-5-ylmethyl)amine (136 mg, 0.60 mmol). The crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=1:2), to give desired compound (55 mg, yield: 17%).

Workup

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

Sources & evidence

ORD record
ord-44176c8ae4f24e578d5619458dc96ec6
Source dataset
uspto-grants-2008_08
Patent number
US07414068B2

Reaction notes

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