Water → HCID 16123159, compound

HRID 1175753Notes

Reaction equation

HRID 1175753 reaction equation
[C:1]12([CH2:9][CH:8]([NH:10][C:11](=[O:19])OC3C=CC=CC=3)[C:7]3[CH:20]=[CH:21][CH:22]=[CH:23][C:6]=3[O:5]1)[CH2:4][CH2:3][CH2:2]2.NC[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1.[CH2:32]([N:34](CC)CC)C.O>CS(C)=O>[C:1]12([CH2:9][CH:8]([NH:10][C:11]([NH:34][CH2:32][C:29]3[CH:28]=[N:27][CH:26]=[CH:31][CH:30]=3)=[O:19])[C:7]3[CH:20]=[CH:21][CH:22]=[CH:23][C:6]=3[O:5]1)[CH2:2][CH2:3][CH2:4]2

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 195092-PyridinemethanamineHCID 66746282HCID 66746282, compound

Product 1

HCID 16123159HCID 16123159, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of phenyl 3,4-dihydro-spiro[2H-1-benzopyran-2,1′-cyclobutan]-4-ylcarbamate (1 mmol) and 2-(amino methyl)pyridine (1 mmol) in dimethylsulfoxide was stirred at room temperature in the presence of a base such as triethylamine (2 mmol). Few drops of water were added in the reaction mixture. Product precipitated out, was filtered and washed with water. It was then purified by column chromatography to afford the desired urea as a white solid.

Workup

  1. customProduct precipitated out
  2. filtrationwas filtered
  3. washwashed with water
  4. customIt was then purified by column chromatography

Sources & evidence

ORD record
ord-79a782c4b62a453ca2d49c34ff61d002
Source dataset
uspto-grants-2010_11
Patent number
US07842703B2

Reaction notes

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