Acetic Acid → HCID 21905052, compound

HRID 1247395Notes

Reaction equation

HRID 1247395 reaction equation
[F:1][C:2]1[C:7]([C:8]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=[C:4]([F:16])[C:3]=1[CH:17]([O:32][CH3:33])[C:18]([NH:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28](=[NH:31])[NH:29]O)=[CH:24][CH:23]=1)=[O:19].[CH3:34][C:35]([OH:37])=[O:36]>[Pd]>[C:35]([OH:37])(=[O:36])[CH3:34].[C:28]([C:25]1[CH:24]=[CH:23][C:22]([CH2:21][NH:20][C:18](=[O:19])[CH:17]([C:3]2[C:4]([F:16])=[CH:5][CH:6]=[C:7]([C:8]([N:10]3[CH2:11][CH2:12][O:13][CH2:14][CH2:15]3)=[O:9])[C:2]=2[F:1])[O:32][CH3:33])=[CH:27][CH:26]=1)(=[NH:29])[NH2:31]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 178496439HCID 178496439, compound

Product 1

HCID 21905052HCID 21905052, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of (RS)-2-[2,6-difluoro-3-(morpholine-4-carbonyl)-phenyl]-N-[4-(N-hydroxycarbamimidoyl)-benzyl]-2-methoxy-acetamide (125 mg) was hydrogenated 2 days at rt and 1 atm H2 in presence of 10% Pd/C (13 mg) and AcOH (143 mg). The catalyst was filtered away and the solvent was evaporated to obtain 115 mg of (RS)-N-(4-carbamimidoyl-benzyl)-2-[2,6-difluoro-3-(morpholine-4-carbonyl)-phenyl]-2-methoxy-acetamide acetate. Off-white solid, MS 447.1 ([M+H]+).

Workup

  1. filtrationThe catalyst was filtered away
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-f095cedec04e4c7285b45e4b9c61a37a
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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