Dimethyl Sulfoxide → HCID 14326851, compound

HRID 2291943Notes

Reaction equation

HRID 2291943 reaction equation
[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([S:12]([N:15]3[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16]3)(=[O:14])=[O:13])[C:6]=2[CH:5]=[CH:4][N:3]=1.C(Cl)(=O)C(Cl)=O.CS(C)=O.C(N(CC)CC)C>ClCCl>[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([S:12]([N:15]3[CH2:19][CH2:18][C:17](=[O:20])[CH2:16]3)(=[O:14])=[O:13])[C:6]=2[CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 88131189HCID 88131189, compound

Product 1

HCID 14326851HCID 14326851, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Substantially the same procedures as in Example 4 were repeated except that 1.8 g of 3-hydroxypyrrolidine was used in place of 2.1 g of 4-hydroxypiperidine to obtain 1-(1-chloro-5-isoquinolinesulfonyl)-3-hydroxypirrolidine. Then, in substantially the same manner as in Example 10, 2.5 g of the thus obtained 1-(1-chloro-5-isoquinolinesulfonyl)-3-hydroxypirrolidine was reacted in dichloromethane with 1.08 g of oxalyl chloride, 0.67 g of dimethylsulfoxide and 0.60 g of triethylamine to obtain 1-(1-chloro-5-isoquinolinesulfonyl)-3-pyrrolidone.

Sources & evidence

ORD record
ord-d196eaa0b2fc4da38800c5608c64f978
Source dataset
uspto-grants-1989_01
Patent number
US04798897

Reaction notes

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