(1aR,7bR)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile → HCID 69212776, compound

HRID 2219291Notes

Reaction equation

HRID 2219291 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[C@@H:9]3[O:14][C@@H:8]3[C:7]=2[CH:15]=1)#[N:2].[CH3:16][N:17]1[N:21]=[N:20][C:19]([CH2:22][NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[N:18]1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[C@H:9]([OH:14])[C@@H:8]([N:23]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:22][C:19]3[N:20]=[N:21][N:17]([CH3:16])[N:18]=3)[C:7]=2[CH:15]=1)#[N:2]

Participants

3

Reactant 2

HCID 10987295(1aR,7bR)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrileHCID 69215746HCID 69215746, compound

Product 1

HCID 69212776HCID 69212776, compoundYield 77.4%

Procedure

The same procedure as step 3 of example 1 was accomplished, except for using (3R,4R)-6-cyano-2,2-dimethyl-3,4-epoxy-3,4-dihydro-2H-1-benzopyran (200 mg, 0.99 mmol) and N-(2-methyl-2H-tetrazol-5-ylmethyl)phenylamine (188 mg, 0.99 mmol). The crude product was purified, to give desired compound (299 mg, yield: 77%).

Workup

  1. customThe crude product was purified

Sources & evidence

ORD record
ord-181567bf1ad44357ae66f3c93a3dbd5c
Source dataset
uspto-grants-2008_08
Patent number
US07414068B2

Reaction notes

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