Water → HCID 178482769, compound

HRID 2209804Notes

Reaction equation

HRID 2209804 reaction equation
[C:1]([O:5][C:6]([N:8]([C@H:10]1[CH2:15][CH2:14][C@H:13]([C:16]2[CH:21]=[CH:20][C:19](COS(C)(=O)=O)=[CH:18][CH:17]=2)[CH2:12][CH2:11]1)[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].CN[CH2:36][CH2:37][CH2:38][OH:39].O.[CH3:41][N:42](C)[CH:43]=O>>[C:1]([O:5][C:6]([N:8]([C@H:10]1[CH2:11][CH2:12][C@H:13]([C:16]2[CH:17]=[CH:18][C:19]([CH2:36][CH2:37][CH2:38][OH:39])=[CH:20][C:21]=2[CH2:41][NH:42][CH3:43])[CH2:14][CH2:15]1)[CH3:9])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 101489863-(Methylamino)-1-propanolHCID 178486026HCID 178486026, compound

Product 1

HCID 178482769HCID 178482769, compound

Procedure

6.0 g of trans-N-tert.butoxycarbonyl-N-methyl-4-(4-methanesulphonyloxymethylphenyl)cyclohexylamine, 4.2 g of potassium carbonate and 1.6 g of N-methyl-3-hydroxypropylamine are heated together to 50° C. in 50 ml of dimethylformamide overnight. The mixture is poured into water and extracted with ethyl acetate. After drying of the organic phase, removal of the solvent and recrystallisation from petroleum ether, 7.1 g of the title compound are obtained, melting point 63°-65° C.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialAfter drying of the organic phase, removal of the solvent and recrystallisation from petroleum ether, 7.1 g of the title compound
  3. customare obtained

Sources & evidence

ORD record
ord-714b90c8e57a4641a07f6291f7a19239
Source dataset
uspto-grants-1995_10
Patent number
US05455273

Reaction notes

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