Sodium hydride → HCID 131718544, compound

HRID 1728656Notes

Reaction equation

HRID 1728656 reaction equation
[CH2:1]([N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][C:14]([N:17]([CH3:19])[CH3:18])=[CH:13][CH:12]=2)[CH:7]([CH2:20][Cl:21])[CH2:6]1)[CH2:2][CH2:3][CH3:4].[H-].[Na+].[CH2:24]1[O:28][C:27]2[CH:29]=[C:30]([OH:33])[CH:31]=[CH:32][C:26]=2[O:25]1.Cl.[CH2:35](N1CC[C@@H](C2C=CC(N(C)C)=CC=2)[C@H](COC2C=CC=C(C(F)(F)F)C=2)C1)CCC>CN(C=O)C>[ClH:21].[CH3:18][N:17]([CH3:19])[C:14]1[CH:15]=[CH:16][C:11]([C@@H:8]2[CH2:9][CH2:10][N:5]([CH2:1][CH:2]([CH3:35])[CH2:3][CH3:4])[CH2:6][C@H:7]2[CH2:20][O:33][C:30]2[CH:31]=[CH:32][C:26]3[O:25][CH2:24][O:28][C:27]=3[CH:29]=2)=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 24758Sodium hydrideHCID 68289SesamolHCID 53871722HCID 53871722, compoundHCID 131718543HCID 131718543, compound

Product 1

HCID 131718544HCID 131718544, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Was prepared from the crude 1-(2-methylbutyl)-analogue of (18) (3.8 g), NaH (0.81 g) and sesamol (2.13 g) in DMF (50 ml) as described for compound (17). The crude product was purified several times on a silica gel column using ethylacetate and heptane/ether 4/1 as eluents. Compound (19) was identified by 1H NMR and MS. M.p. 238.5°-239.5° C.

Workup

  1. customThe crude product was purified several times on a silica gel column

Sources & evidence

ORD record
ord-e3630293168e47eab9ee1adb5e7be810
Source dataset
uspto-grants-1994_07
Patent number
US05328917

Reaction notes

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