Methanol → HCID 43447972, compound

HRID 643717Notes

Reaction equation

HRID 643717 reaction equation
[CH:1]1([CH2:4][N:5]2[C:9]3[CH:10]=[CH:11][C:12]([S:14]([CH2:17]C(NC(N)=O)(C)C)(=[O:16])=[O:15])=[CH:13][C:8]=3[N:7]=C2CC(C)(C)C)[CH2:3][CH2:2]1.CO>[C].[Pd].O1CCCC1>[NH2:7][C:8]1[CH:13]=[C:12]([S:14]([CH3:17])(=[O:15])=[O:16])[CH:11]=[CH:10][C:9]=1[NH:5][CH2:4][CH:1]1[CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 887MethanolHCID 57708173HCID 57708173, compound

Product 1

HCID 43447972HCID 43447972, compoundYield 111.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-(cyclopropylmethyl)-4-(methylsulfonyl)-2-nitroaniline (Step A, 9.32 g, 34.2 mmol), 10% palladium carbon (950 mg), methanol (250 mL) and tetrahydrofuran (250 mL) was stirred at room temperature for 3 h under hydrogen atmosphere. The resulting mixture was filtered through a pad of celite. The filtrate was concentrated to afford the crude product (9.16 g) as brown viscous oil.

Workup

  1. filtrationThe resulting mixture was filtered through a pad of celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-38ae862b62c74010984c172c8f80371d
Source dataset
uspto-grants-2010_04
Patent number
US07700618B2

Reaction notes

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