Azide → HCID 67814096, compound

HRID 2401404Notes

Reaction equation

HRID 2401404 reaction equation
ClC1C=CC(C2C3C=CC=CC=3C3=C(C)ON=C3C[N:9]=2)=CC=1.O[CH2:24][C:25]1[O:29][N:28]=[C:27]([CH3:30])[C:26]=1[C:31]1[N:40]=[C:39]([O:41][CH3:42])[CH:38]=[CH:37][C:32]=1[C:33](OC)=[O:34].ClC1C=CC(C(C2C=CC=CC=2C2C(CO)=NOC=2C)=O)=CC=1.[N-]=[N+]=[N-]>CO>[CH3:42][O:41][C:39]1[CH:38]=[CH:37][C:32]2[C:33](=[O:34])[NH:9][CH2:24][C:25]3[O:29][N:28]=[C:27]([CH3:30])[C:26]=3[C:31]=2[N:40]=1

Participants

6

Reactant 4

HCID 33558AzideHCID 67813173HCID 67813173, compoundHCID 67814531HCID 67814531, compoundHCID 67951267HCID 67951267, compound

Product 1

HCID 67814096HCID 67814096, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A reaction sequence similar to that used to prepare Compound 191 was followed, except that methyl 2-(5-(hydroxymethyl)-3-methylisoxazol-4-yl)-6-methoxynicotinate was used as starting material instead of (4-chlorophenyl)(2-(3-(hydroxymethyl)-5-methylisoxazol-4-yl)phenyl)methanone and methanol was used as the co-solvent for the conversion of the azide to the lactam. LC/MS m/z 246 [M+H]+.

Sources & evidence

ORD record
ord-7270b2375dab47529dfb8b263f3ff881
Source dataset
uspto-grants-2014_08
Patent number
US08796261B2

Reaction notes

Loading…