HCID 178462087, compound → HCID 178462088, compound

HRID 2094304Notes

Reaction equation

HRID 2094304 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[N:23]1[CH2:28][CH:27]=[CH:26][CH2:25][O:24]1)[C:5]([NH:7][C@H:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6]>C(OCC)(=O)C.[Pd]>[Cl:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][O:24]1)[C:5]([NH:7][C@H:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6]

Participants

4

Reactant 1

HCID 178462087HCID 178462087, compound

Product 1

HCID 178462088HCID 178462088, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

209 mg (0.50 mmol) 3-chloro-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethyl]-4-(3,6-dihydro-[1,2]oxazin-2-yl)-benzamide together with 100 mg 10% palladium charcoal in 5 ml of ethyl acetate for 7 minutes are hydrogenated at ambient temperature at 5 bar under a hydrogen atmosphere. Then the mixture is suction filtered, the filtrate is evaporated down i. vac. and evaporated again with ether.

Workup

  1. filtrationfiltered
  2. customthe filtrate is evaporated down i
  3. customand evaporated again with ether

Sources & evidence

ORD record
ord-b61ac1af9b9141f6a261f6d340639ac0
Source dataset
uspto-grants-2013_05
Patent number
US08445525B2

Reaction notes

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