HCID 178478376, compound → HCID 178521609, compound

HRID 1453586Notes

Reaction equation

HRID 1453586 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.[NH2:20][C@H:21]1[CH2:26][CH2:25][C@H:24]([OH:27])[CH2:23][CH2:22]1>CS(C)=O>[N:1]1([C:10]2[N:18]=[C:17]([NH:20][C@H:21]3[CH2:26][CH2:25][C@H:24]([OH:27])[CH2:23][CH2:22]3)[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 178478376HCID 178478376, compoundHCID 178511715HCID 178511715, compound

Product 1

HCID 178521609HCID 178521609, compoundYield 17.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

200 mg of product obtained in stage 1 above are mixed with 3 ml of DMSO and 586 mg (5 equivalents) of trans-4-aminocyclohexanol, and the mixture is then heated at 120° C. for approximately 4 days. The mixture is allowed to return to ambient temperature. Purification is carried out by chromatography on silica with a CH2Cl2-MeOH—NH4OH: 85-15-1.5 mixture for eluent. 45 mg of expected product are obtained.

Workup

  1. customto return to ambient temperature
  2. customPurification

Sources & evidence

ORD record
ord-d59e57d047714f069b9e356b84cd853b
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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