3-Methoxypropanoyl chloride → 3-Methoxy-N-[2-methyl-5-(tetrahydropyran-2-yloxymethyl)phenyl]propionamide

HRID 1176416Notes

Reaction equation

HRID 1176416 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)=[CH:4][C:3]=1[NH2:16].[CH3:17][O:18][CH2:19][CH2:20][C:21](Cl)=[O:22]>>[CH3:17][O:18][CH2:19][CH2:20][C:21]([NH:16][C:3]1[CH:4]=[C:5]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][O:11]2)[CH:6]=[CH:7][C:2]=1[CH3:1])=[O:22]

Participants

3

Reactant 2

HCID 27597283-Methoxypropanoyl chlorideHCID 685034442-Methyl-5-(tetrahydropyran-2-yloxymethyl)phenylamine

Product 1

HCID 685033113-Methoxy-N-[2-methyl-5-(tetrahydropyran-2-yloxymethyl)phenyl]propionamide

Procedure

Analogously to Example 116b, 4.95 g of 2-methyl-5-(tetrahydropyran-2-yloxymethyl)phenylamine and 3.27 g of 3-methoxypropionyl chloride are reacted. The title compound is obtained as a white solid. Rf=0.33 (2:1 EtOAc-heptane); Rt=3.60.

Sources & evidence

ORD record
ord-2cb58927236d42df8efcd3d418eb85f2
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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