HCID 58562579, compound → HCID 58562891, compound

HRID 2175526Notes

Reaction equation

HRID 2175526 reaction equation
C(OC([N:11]([C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[C:34]([C:37]([F:40])([F:39])[F:38])[CH:35]=2)[N:30]=[CH:29][CH:28]=1)[CH2:12][C:13]([NH:15][CH:16]1[CH2:19][N:18]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:17]1)=[O:14])=O)C1C=CC=CC=1>[Pd].CO>[F:40][C:37]([F:38])([F:39])[C:34]1[CH:35]=[C:36]2[C:31](=[CH:32][CH:33]=1)[N:30]=[CH:29][CH:28]=[C:27]2[NH:11][CH2:12][C:13]([NH:15][CH:16]1[CH2:19][N:18]([C:20]([O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:21])[CH2:17]1)=[O:14]

Participants

4

Reactant 1

HCID 58562579HCID 58562579, compound

Product 1

HCID 58562891HCID 58562891, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To flask containing tert-butyl 3-(2-(((benzyloxy)carbonyl)(6-(trifluoromethyl)quinolin-4-yl)amino)acetamido)azetidine-1-carboxylate (306 mg, 0.309 mmol), prepared in Step G, and Palladium on Carbon (98 mg, 0.092 mmol, 5%, “Degussa, wet”) was carefully added methanol (40 mL). The reaction flask was evacuated, backfilled with hydrogen via balloon and stirred at room temperature overnight. The catalyst was removed by filtration and the filtrate concentrated in vacuo to afford the product.

Workup

  1. customThe reaction flask was evacuated
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate concentrated in vacuo
  4. customto afford the product

Sources & evidence

ORD record
ord-e71672e7723a4aa6aff76a823cb12e9d
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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