Dimethyl Sulfoxide → HCID 178520995, compound

HRID 1453600Notes

Reaction equation

HRID 1453600 reaction equation
[N:1]1([C:10]2[N:18]=[C:17](Cl)[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.CS(C)=O.[NH:24]1[CH2:28][CH2:27][CH2:26][C@H:25]1[CH2:29][OH:30]>C(Cl)Cl>[N:1]1([C:10]2[N:18]=[C:17]([N:24]3[CH2:28][CH2:27][CH2:26][C@H:25]3[CH2:29][OH:30])[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 640091L-ProlinolHCID 178478376HCID 178478376, compound

Product 1

HCID 178520995HCID 178520995, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
110 °C

Procedure

250 mg of product obtained in stage 1 above are mixed with 2 ml of DMSO and 470 mg of (S)-(+)-2-pyrrolidinemethanol. The mixture is then heated at 110° C. for approximately 16 hours. The mixture is allowed to return to ambient temperature. A paste is formed in CH2Cl2 (methylene chloride). Drying is carried out under vacuum. 200 mg of expected product are obtained.

Workup

  1. customto return to ambient temperature
  2. customDrying

Sources & evidence

ORD record
ord-c278d08b885a49e287bcf7850fccdf20
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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