Acetic Acid → HCID 86660488, compound

HRID 2069137Notes

Reaction equation

HRID 2069137 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[C:11]([O:13][C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[C:16]([O:23][CH3:24])[CH:15]=2)[CH:10]=[CH:9][N:8]=1)=[O:5].CO.CC(O)=O.[H][H]>C(Cl)Cl.[Pt]>[NH2:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][C:11]2[CH:10]=[CH:9][N:8]=[C:7]([NH:6][C:4](=[O:5])[CH2:3][O:2][CH3:1])[CH:12]=2)=[CH:15][C:16]=1[O:23][CH3:24]

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 887MethanolHCID 70921728HCID 70921728, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86660488HCID 86660488, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 2-methoxy-N-(4-(3-methoxy-4-nitrophenoxy)pyridin-2-yl)acetamide (400 mg, 1.20 mmol) in a mixture of DCM (5.0 mL), MeOH, (5.0 mL) and AcOH (0.5 mL) was subjected to hydrogenation by passage through a Thales H-cube (0.8 mL min−1, 60° C., 30 mm 10% Pt/C Cat-Cart, full hydrogen mode) and was then evaporated in vacuo to afford the title compound, Intermediate H6; Rt 1.10 min (Method 2); m/z 304 (M+H)+ (ES+). This sample, containing residual acetic acid, was used without further purification in the next step (below).

Workup

  1. customwas then evaporated in vacuo

Sources & evidence

ORD record
ord-b5c252ce94c24530971190a70a41e0bf
Source dataset
uspto-grants-2012_10
Patent number
US08299074B2

Reaction notes

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