Diethyl Ether → HCID 70981635, compound

HRID 1409476Notes

Reaction equation

HRID 1409476 reaction equation
[O:1]=[C:2]([CH3:22])[CH2:3][C:4]1[N:8]([CH2:9][O:10][CH2:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])[N:7]=[C:6]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:5]=1.[CH3:23][Mg]I.CCOCC>>[OH:1][C:2]([CH3:23])([CH3:22])[CH2:3][C:4]1[N:8]([CH2:9][O:10][CH2:11][CH2:12][Si:13]([CH3:14])([CH3:15])[CH3:16])[N:7]=[C:6]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:5]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 70981172HCID 70981172, compoundHCID 178418373HCID 178418373, compound

Product 1

HCID 70981635HCID 70981635, compound

Procedure

The title compound was prepared using the procedure described in Example 2(d) starting from ethyl 5-(2-oxopropyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-3-carboxylate (5.24 mmol, 1.7 g) and 3 M solution of MeMgI in ether (6.78 mmol, 2.2 ml). Yield 301 mg. 1H-NMR (400 MHz; CDCl3): δ −0.05 (s, 9H), 0.89 (t, 2H), 1.24 (s, 6H), 1.38 (t, 3H), 2.76 (s, 2H), 3.57 (t, 2H), 4.34 (q, 2H), 5.81 (s, 2H), 6.76 (s, 1H).

Sources & evidence

ORD record
ord-62a187defda14dc084ae4f581a9a2b50
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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