Dichloromethane → HCID 87279479, compound

HRID 1848932Notes

Reaction equation

HRID 1848932 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-77dc9850632147c381ae00e54e1c9d06
Source dataset
uspto-grants-2015_02
Patent number
US08952157B2

Reaction notes

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