Methyl 5-cyano-4-cyclobutyl-2-methylbenzoate → Methyl 5-carbamimidoyl-4-cyclobutyl-2-methylbenzoate hydrochloride

HRID 541393Notes

Reaction equation

HRID 541393 reaction equation
O[N:2]=[C:3]([C:5]1[C:6]([CH3:16])=[CH:7][C:8]([CH3:15])=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11])[NH2:4].[ClH:17].[C:18]([C:21]1C(C)=CC(C)=C([CH:30]=1)C(OC)=O)(=N)N.C(C1C(C2CCC2)=CC(C)=C(C=1)C(OC)=O)#N.C(C1C(C)=CC(C)=C(C=1)C(OC)=O)#N>>[ClH:17].[C:3]([C:5]1[C:6]([CH:16]2[CH2:30][CH2:21][CH2:18]2)=[CH:7][C:8]([CH3:15])=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11])(=[NH:2])[NH2:4]

Participants

5

Reactant 4

HCID 68288299Methyl 5-cyano-4-cyclobutyl-2-methylbenzoate2×HCID 68288602Methyl 5-carbamimidoyl-2,4-dimethylbenzoate hydrochloride2×HCID 68288737Methyl 5-cyano-2,4-dimethylbenzoateHCID 86672521Methyl 5-(N'-hydroxycarbamimidoyl)-2,4-dimethylbenzoate2×

Product 1

HCID 68288852Methyl 5-carbamimidoyl-4-cyclobutyl-2-methylbenzoate hydrochloride

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for preparation of methyl 5-(N′-hydroxycarbamimidoyl)-2,4-dimethylbenzoate (compound 2.4) and methyl 5-carbamimidoyl-2,4-dimethylbenzoate hydrochloride (compound 2.5) using methyl 5-cyano-4-cyclobutyl-2-methylbenzoate (compound 152.4) instead of methyl 5-cyano-2,4-dimethylbenzoate (compound 2.3).

Sources & evidence

ORD record
ord-803fc1f6de85457ea9a27b3d0460b5e0
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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