HCID 69215565, compound → HCID 10052446, compound

HRID 2219288Notes

Reaction equation

HRID 2219288 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.[F: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]([F: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 69215565HCID 69215565, compoundHCID 86603163HCID 86603163, compound

Product 1

HCID 10052446HCID 10052446, compoundYield 51%

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 (209 mg, 0.66 mmol) and N-(4-fluorophenyl)-N-(2-methyl-2H-tetrazol-5-ylmethyl)amine (138 mg, 0.66 mmol). The crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=6:1), to give desired compound (165 mg, yield: 51%).

Workup

  1. customThe crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=6:1)

Sources & evidence

ORD record
ord-cd6d9d94de714f56a430077bd774066d
Source dataset
uspto-grants-2008_08
Patent number
US07414068B2

Reaction notes

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