Pyridine → HCID 67328992, compound

HRID 1774552Notes

Reaction equation

HRID 1774552 reaction equation
C([O:8]C(NC1C=CC(C(OC)=O)=CC=1)=O)C1C=CC=CC=1.[N:22]1[C:27]([CH3:28])=CC=[CH:24][C:23]=1C.[NH2:30][NH2:31].[N:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[N:32]1[C:37]2[C:24](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:23]=[N:22][C:27]=1[C:28]([NH:30][NH2:31])=[O:8]

Participants

5

Reactant 4

HCID 1049PyridineHCID 79372,6-LutidineHCID 9321HydrazineHCID 4935696HCID 4935696, compound

Product 1

HCID 67328992HCID 67328992, compound

Procedure

Compound 47 is prepared from methyl 4-(benzyloxycarbonylamino)benzoate (45) and compound 46 under basic condition (e.g. 2-6-lutidine or pyridine). The ester functional group of compound 47 is then converted to hydrazide first (with hydrazine) and then Cbz protecting group is deprotected under hydrogenation condition to afford compound 48.

Sources & evidence

ORD record
ord-81f5892ecbea47b9abfe889e7418e890
Source dataset
uspto-grants-2016_02
Patent number
US09260417B2

Reaction notes

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