Dimethyl Sulfoxide → HCID 86617899, compound

HRID 1158172Notes

Reaction equation

HRID 1158172 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[CH:17]=[C:18]([C:28]3[CH:33]=[CH:32][C:31]([C:34]([O:36][CH2:37][CH3:38])=[O:35])=[CH:30][CH:29]=3)[CH:19]=[CH:20][C:21]=2[O:22][CH2:23][CH2:24][CH2:25][CH2:26][OH:27])[CH:8]=[CH:9][C:10]=1N1CCCC1)([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)C(Cl)=O.CS(C)=O.C(C1C=C(C2C=C(C3C=CC(C(OCC)=O)=CC=3)C=CC=2OCCCC=O)C=CC=1[N:59]1[CH2:63][CH2:62][CH2:61][CH2:60]1)(C)(C)C>C(N(CC)CC)C>[C:1]([C:5]1[CH:6]=[C:7]([C:16]2[C:21]([O:22][CH2:23][CH2:24][CH2:25][CH:26]=[O:27])([N:59]3[CH2:63][CH2:62][CH2:61][CH2:60]3)[CH2:20][CH:19]=[C:18]([C:28]3[CH:29]=[CH:30][C:31]([C:34]([O:36][CH2:37][CH3:38])=[O:35])=[CH:32][CH:33]=3)[CH:17]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:3])([CH3:2])[CH3:4]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 65578Oxalyl chlorideHCID 11497218HCID 11497218, compoundHCID 86617900HCID 86617900, compound

Product 1

HCID 86617899HCID 86617899, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a manner similar to that of Example 30a, by reacting 900 mg of ethyl 3″-tert-butyl-4′-(4-hydroxybutoxy)-4″-pyrrolidin-1-yl[1,1′;3′,1″]terphenyl-4-carboxylate obtained in Example 18e with 0.3 mL of oxalyl chloride, 0.54 mL of DMSO and 0.25 mL of triethylamine, 700 mg of ethyl 3″-tert-butyl-4′-(4-oxobutoxy)-4″-pyrrolidin-1-yl[1,1′;3′,1″]terphenyl-4-carboxylate are obtained (yield=78%) in the form of a yellow oil.

Workup

  1. customare obtained (yield=78%) in the form of a yellow oil

Sources & evidence

ORD record
ord-922e2e0444df4e0a848ccbeed740ede1
Source dataset
uspto-grants-2010_10
Patent number
US07807708B2

Reaction notes

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