Sodium hydride → HCID 68881133, compound

HRID 1363364Notes

Reaction equation

HRID 1363364 reaction equation
[OH:1][C:2]1[C:7]([C@@H:8]2[CH2:12][CH2:11][N:10]([CH3:13])[C@H:9]2[CH2:14][OH:15])=[C:6]([O:16][CH3:17])[CH:5]=[C:4]([O:18][CH3:19])[C:3]=1[C:20](=[O:22])[CH3:21].[CH3:23][O:24][C:25]1[CH:34]=[CH:33][CH:32]=[CH:31][C:26]=1[C:27](OC)=O.[H-].[Na+]>CN(C=O)C>[OH:15][CH2:14][C@H:9]1[C@H:8]([C:7]2[C:6]([O:16][CH3:17])=[CH:5][C:4]([O:18][CH3:19])=[C:3]3[C:2]=2[O:1][C:27]([C:26]2[CH:31]=[CH:32][CH:33]=[CH:34][C:25]=2[O:24][CH3:23])=[CH:21][C:20]3=[O:22])[CH2:12][CH2:11][N:10]1[CH3:13]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 61151Methyl 2-MethoxybenzoateHCID 59318484(-)-trans-1-[2-Hydroxy-3-(2-hydroxymethyl-1-methyl-pyrrolidin-3-yl)-4,6-dimethoxyphenyl]-1-ethanone

Product 1

HCID 68881133HCID 68881133, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Compound of example 6 (0.7 g, 2.2 mmol) in dry DMF (10 mL) was reacted with methyl 2-methoxybenzoate (1.13 g, 6.8 mmol) in the presence of NaH (50%, 0.544 g, 11.3 mmol) as described in example 16 to obtain the title compound.

Sources & evidence

ORD record
ord-c5997c0b55ae46458cc117c57d4d3f67
Source dataset
uspto-grants-2011_02
Patent number
US07884127B2

Reaction notes

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