Water → HCID 67468441, compound

HRID 1908066Notes

Reaction equation

HRID 1908066 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:26]#[N:27])[N:5]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[O:8][C:7]3([CH2:19][CH2:18][N:17](C(=O)C(F)(F)F)[CH2:16][CH2:15]3)[C:6]=12.C([O-])([O-])=O.[K+].[K+].O>CO>[CH3:1][C:2]1[CH:3]=[C:4]([C:26]#[N:27])[N:5]2[C:6]=1[C:7]1([CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1)[O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]2=1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 86660257HCID 86660257, compound

Product 1

HCID 67468441HCID 67468441, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3′-methyl-1-(2,2,2-trifluoroacetyl)spiro[piperidine-4,4′-pyrrolo[2,1-c][1,4]benzoxazine]-1′-carbonitrile (10 mg, 0.027 mmol) in MeOH (159 μL) was added K2CO3 (7.7 mg, 0.056 mmol) in one portion at 25° C. Water was added (35 mL), and the organics were removed under vacuum and the aqueous layer was extracted with dichloromethane (3×100 ml). The organic phases were combined, dried, filtered, concentrated to a white solid, which was used directly in the next step without further purification (7 mg, 93%).

Workup

  1. customthe organics were removed under vacuum
  2. extractionthe aqueous layer was extracted with dichloromethane (3×100 ml)
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated to a white solid, which
  6. customwas used directly in the next step without further purification (7 mg, 93%)

Sources & evidence

ORD record
ord-31d23a2cccf64024b83a7bba23e6379f
Source dataset
uspto-grants-2013_12
Patent number
US08598164B2

Reaction notes

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