HCID 22480513, compound → HCID 9827706, compound

HRID 2182582Notes

Reaction equation

HRID 2182582 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[NH:24][C:25](=[O:43])[O:26][CH2:27][O:28][C:29](=[O:42])[CH2:30][CH2:31][C:32]([O:34]CC2C=CC=CC=2)=[O:33])[CH:5]=[CH:6][C:7]=1[C:8](=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15]>[Pd]>[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[NH:24][C:25](=[O:43])[O:26][CH2:27][O:28][C:29](=[O:42])[CH2:30][CH2:31][C:32]([OH:34])=[O:33])[CH:5]=[CH:6][C:7]=1[C:8](=[O:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15]

Participants

3

Reactant 1

HCID 22480513HCID 22480513, compound2×

Product 1

HCID 9827706HCID 9827706, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumSolvent

Procedure

1-(3-(Benzyloxycarbonyl)propanoyloxy)methyl N-[2-[3-chloro-4-(2-methylbenzoyl)-phenylamino]phenyl]carbamate (Compound 204) (2.2 g, 3.6 mmol) was dissolved in EtOAcetate (500 ml), 10% Pd on carbon (750 mg) was added, and the reaction mixture was hydrogenated (1 atm) under vigorously shaken until no more starting material remained, as seen on TLC. The reaction mixture was purified by chromatography using a mixture of methanol/chloroform 1:9 to give the title compound.

Workup

  1. additionwas added
  2. customThe reaction mixture was purified by chromatography
  3. additiona mixture of methanol/chloroform 1:9

Sources & evidence

ORD record
ord-a1bf3218112e4d0bb6369f3bf9ff0a47
Source dataset
uspto-grants-2005_05
Patent number
US06897236B1

Reaction notes

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