Tri-o-tolylphosphine → HCID 22859567, compound

HRID 1441061Notes

Reaction equation

HRID 1441061 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([Sn](CCCC)(CCCC)CCCC)[CH:8]=[N:9][CH:10]=1)=[O:4].Br[C:25]1[CH:26]=[C:27]2[C:31](=[CH:32][CH:33]=1)[NH:30][CH:29]=[C:28]2[CH2:34][C@H:35]1[CH2:39][CH2:38][CH2:37][N:36]1[CH3:40].C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(N(CC)CC)C>[CH3:40][N:36]1[CH2:37][CH2:38][CH2:39][C@@H:35]1[CH2:34][C:28]1[C:27]2[C:31](=[CH:32][CH:33]=[C:25]([C:7]3[CH:8]=[N:9][CH:10]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:6]=3)[CH:26]=2)[NH:30][CH:29]=1

Participants

6

Reactant 3

HCID 80271Tri-o-tolylphosphineHCID 11185464(R)-5-Bromo-3-(1-methyl-2-pyrrolidinyl methyl)-1H-indoleHCID 22420947HCID 22420947, compound

Product 1

HCID 22859567HCID 22859567, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 8471TriethylamineSolvent

Procedure

5-Methoxycarbonyl-3-pyridyltri-n-butylstannane (see Preparation and 5-bromo-3-(1-methylpyrrolidin-2(R)-ylmethyl)-1H-indole (see Preparation 36) were reacted together in the presence of tri-o-tolylphosphine, triethylamine and palladium (II) acetate using a procedure similar to that described in Example 1. This yielded the title compound as an oil. The product, which was impure, was used without characterisation in the preparation of Example 49.

Sources & evidence

ORD record
ord-2ce49afda9774ccdac883fb12d0f42ce
Source dataset
uspto-grants-1996_03
Patent number
US05502065

Reaction notes

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