Methanol → HCID 86660487, compound

HRID 2069135Notes

Reaction equation

HRID 2069135 reaction equation
[CH3:1][C:2]1[C:20]([CH3:21])=[C:19]([N+:22]([O-])=O)[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12](=[O:16])[CH2:13][O:14][CH3:15])[CH:6]=1.CO.[H][H]>[Pt].CC(O)=O>[NH2:22][C:19]1[CH:18]=[CH:17][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12](=[O:16])[CH2:13][O:14][CH3:15])[CH:6]=2)=[C:2]([CH3:1])[C:20]=1[CH3:21]

Participants

6

Reactant 3

HCID 887MethanolHCID 70921718HCID 70921718, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86660487HCID 86660487, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of N-(4-(2,3-dimethyl-4-nitrophenoxy)pyridin-2-yl)-2-methoxyacetamide (90 mg, 0.272 mmol) in a mixture MeOH (30 mL) and AcOH (2.0 mL) was subjected to hydrogenation by passage through a Thales H-cube (1.0 mL min−1, 50° C., 55 mm 10% Pt/C Cat-Cart, full hydrogen mode) and was then evaporated in vacuo to afford the title compound, Intermediate H5, (82 mg, 100%); Rt 1.21 min (Method 2); m/z 302 (M+H)+ (ES+).

Workup

  1. customwas then evaporated in vacuo

Sources & evidence

ORD record
ord-cd01f1f1590e4628bc95f77cadefc546
Source dataset
uspto-grants-2012_10
Patent number
US08299074B2

Reaction notes

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