Acetic Acid → HCID 63196526, compound

HRID 655917Notes

Reaction equation

HRID 655917 reaction equation
[Cl:1][C:2]1[C:3]([CH2:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=O)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.C([O-])(=O)C.[NH4+].C([BH3-])#[N:27].[Na+].C(O)(=O)C>CO>[Cl:1][C:2]1[C:3]([CH2:12][CH:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[NH2:27])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 63199334HCID 63199334, compound

Product 1

HCID 63196526HCID 63196526, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.6 g (0.0187 mol) of 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-1-phenylethanone are diluted in 50 mL of methanol. 50 g of molecular sieves 3 Å, 14.4 g (0.187 mol) of ammonium acetate and 2.45 g (0.037 mol) of sodium cyanoborohydride are then consequently added. The pH is adjusted to 5-6 with acetic acid (1 mL). After of 4 days of reaction at room temperature, the medium is filtered and 1M aqueous sodium hydroxide is added until pH=12. 150 mL of ethyl acetate are added, after separation, the aqueous phase is extracted twice with 150 mL of ethyl acetate.

Workup

  1. customAfter of 4 days of reaction at room temperature
  2. filtrationthe medium is filtered
  3. addition1M aqueous sodium hydroxide is added until pH=12
  4. addition150 mL of ethyl acetate are added
  5. customafter separation
  6. extractionthe aqueous phase is extracted twice with 150 mL of ethyl acetate

Sources & evidence

ORD record
ord-74d4011381084645a68bdb8bb722fc4e
Source dataset
uspto-grants-2011_12
Patent number
US08071627B2

Reaction notes

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