Benzene → HCID 67869033, compound

HRID 1195073Notes

Reaction equation

HRID 1195073 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]3[C@:11]4([O:30][CH3:31])[C@@H:16]([CH2:17][C:4]([C:5]=23)=[CH:3]1)[N:15]([CH3:18])[CH2:14][C@H:13]([CH2:19][O:20][C:21]([C:23]1[CH:28]=[N:27][CH:26]=[C:25]([Br:29])[CH:24]=1)=[O:22])[CH2:12]4.C[Si](C)(C)[Cl:34].C1C=CC=CC=1>CC(C)=O>[Br:29][C:25]1[CH:26]=[N:27][CH:28]=[C:23]([CH:24]=1)[C:21]([O:20][CH2:19][CH:13]1[CH2:12][C@@:11]2([O:30][CH3:31])[C@@H:16]([CH2:17][C:4]3[C:5]4[C:6](=[CH:7][CH:8]=[CH:9][C:10]2=4)[N:2]([CH3:1])[C:3]=3[Cl:34])[N:15]([CH3:18])[CH2:14]1)=[O:22]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6397ChlorotrimethylsilaneHCID 34040Nicergoline

Product 1

HCID 67869033HCID 67869033, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Following the process of Example 25, 1 g of nicergoline (8-[(5-bromonicotinoyl)oxymethyl]-1,6-dimethyl-10-methoxyergoline) is reacted with 1.6 ml of trimethylchlorosilane and the obtained product is isolated by chromatography on a Kieselgel column, using a 7:3 mixture of benzene and acetone as eluant, to give the title compound in a yield of 0.65 g (0.00125 mole, 60%).

Workup

  1. customthe obtained product is isolated by chromatography on a Kieselgel column

Sources & evidence

ORD record
ord-aef1c6e739314dd1b64d16d1d14a000e
Source dataset
uspto-grants-1989_03
Patent number
US04816587

Reaction notes

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