Dichloromethane → HCID 87279479, compound

HRID 624453Notes

Reaction equation

HRID 624453 reaction equation
P(Cl)(Cl)(Cl)=O.[O:6]=[C:7]1[CH2:27][CH2:26][C:10]2([CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:17])[CH2:12][CH2:11]2)[CH2:9][CH2:8]1.[Cl:28][CH2:29]Cl>CN(C)C=O.C(OCC)(=O)C>[Cl:28][C:29]1[CH2:8][CH2:9][C:10]2([CH2:11][CH2:12][N:13]([C:16]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:17])[CH2:14][CH2:15]2)[CH2:26][C:27]=1[CH:7]=[O:6]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 24813Phosphorus oxychlorideHCID 59803011Benzyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate

Product 1

HCID 87279479HCID 87279479, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

Phosphorus oxychloride (5.68 mL) was added dropwise to a cooled (0° C.) solution of EXAMPLE 391D (18.37 g) in N,N-dimethylformamide (20 mL) and dichloromethane (80 mL). The mixture was then stirred overnight before it was diluted with ethyl acetate (600 mL) and washed with aqueous sodium acetate, water (3×), and brine and dried over Na2SO4. After filtration and concentration, the crude product was used directly in the next reaction without further purification.

Workup

  1. washwashed with aqueous sodium acetate, water (3×), and brine
  2. dry with materialdried over Na2SO4
  3. filtrationAfter filtration and concentration
  4. customthe crude product was used directly in the next reaction without further purification

Sources & evidence

ORD record
ord-b0497fe04a4c400a950d84255206fd82
Source dataset
uspto-grants-2016_04
Patent number
US09303025B2

Reaction notes

Loading…