(1aS,7bS)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile → (3S,4R)-3-Hydroxy-2,2-dimethyl-4-(quinazolin-4-yloxy)-chroman-6-carbonitrile

HRID 1159617Notes

Reaction equation

HRID 1159617 reaction equation
[CH3:1][C:2]1([CH3:15])[O:11][C:10]2[C:5](=[CH:6][C:7]([C:12]#[N:13])=[CH:8][CH:9]=2)[C@@H:4]2[O:14][C@H:3]12.[N:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([OH:26])=[N:18][CH:17]=1>>[OH:14][C@H:3]1[C@H:4]([O:26][C:19]2[C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:16]=[CH:17][N:18]=2)[C:5]2[C:10](=[CH:9][CH:8]=[C:7]([C:12]#[N:13])[CH:6]=2)[O:11][C:2]1([CH3:15])[CH3:1]

Participants

3

Reactant 2

HCID 9837089(1aS,7bS)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrileHCID 178517962HCID 178517962, compound

Product 1

HCID 66699851(3S,4R)-3-Hydroxy-2,2-dimethyl-4-(quinazolin-4-yloxy)-chroman-6-carbonitrile

Procedure

Following the procedure in Example 1, using (S,S)-2,2-dimethyl-1a,7 b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene-6-carbonitrile and quinazolin-4-ol as starting material, the title compound was prepared as a white solid.

Sources & evidence

ORD record
ord-7643d6b75c23458893c7c2a9a888e009
Source dataset
uspto-grants-2010_10
Patent number
US07812183B2

Reaction notes

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