Prolinol, (R)- → HCID 178520996, compound

HRID 1453602Notes

Reaction equation

HRID 1453602 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.[NH:20]1[CH2:24][CH2:23][CH2:22][C@@H:21]1[CH2:25][OH:26]>CS(C)=O>[N:1]1([C:10]2[N:18]=[C:17]([N:20]3[CH2:24][CH2:23][CH2:22][C@@H:21]3[CH2:25][OH:26])[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

4

Reactant 2

HCID 2724541Prolinol, (R)-HCID 178478376HCID 178478376, compound

Product 1

HCID 178520996HCID 178520996, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

250 mg of product obtained in stage 1 above are mixed with 2 ml of DMSO and 400 ml (4 equivalents) of (R)-(−)-2-pyrrolidinemethanol, and the mixture is then heated at 120° C. for approximately 5 hours. The mixture is allowed to return to ambient temperature. The DMSO is concentrated to dryness and the dry product is taken up in CH2Cl2, then partial drying is carried out. 258 mg of expected product are obtained.

Workup

  1. customto return to ambient temperature
  2. concentrationThe DMSO is concentrated to dryness
  3. custompartial drying

Sources & evidence

ORD record
ord-fd0897b92f0a43a6b5e8f31e825da520
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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