HCID 21904976, compound → HCID 21905344, compound

HRID 1247351Notes

Reaction equation

HRID 1247351 reaction equation
[ClH:1].[C:2]([C:5]1[CH:27]=[CH:26][C:8]([CH2:9][NH:10][C:11](=[O:25])[CH:12]([O:22][CH2:23][CH3:24])[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[F:21])=[C:7]([O:28][C:29]2[CH:34]=[CH:33][C:32]([N+:35]([O-])=O)=[CH:31][N:30]=2)[CH:6]=1)(=[NH:4])[NH2:3]>CCO.C1COCC1.[Pd]>[ClH:1].[NH2:35][C:32]1[CH:33]=[CH:34][C:29]([O:28][C:7]2[CH:6]=[C:5]([C:2](=[NH:3])[NH2:4])[CH:27]=[CH:26][C:8]=2[CH2:9][NH:10][C:11](=[O:25])[CH:12]([O:22][CH2:23][CH3:24])[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[F:21])=[N:30][CH:31]=1

Participants

4

Reactant 1

HCID 21904976HCID 21904976, compound

Product 1

HCID 21905344HCID 21905344, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

(RS)-N-[4-Carbamimidoyl-2-(5-nitro-pyridin-2-yloxy)-benzyl]-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide hydrochloride was hydrogenated at rt and normal pressure in EtOH/THF using Pd (10% on charcoal) as a catalyst to give (RS)-N-[2-(5-amino-pyridin-2-yloxy)-4-carbamimidoyl-benzyl]-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide hydrochloride. Light yellow solid. MS 468.1 ([M+H]+)

Workup

  1. customwas hydrogenated at rt

Sources & evidence

ORD record
ord-7600009a4f56457ca1a858e9769831c4
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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