Water → HCID 69987191, compound

HRID 2269219Notes

Reaction equation

HRID 2269219 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:3]=1N.[N:19]1C=CC=CC=1.[C:25]([C:29](Cl)=[O:30])([CH3:28])([CH3:27])[CH3:26].O>C(Cl)Cl>[F:1][C:2]1[CH:8]=[C:7]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[CH:6]=[CH:5][C:3]=1[CH2:26][C:25]([CH3:28])([CH3:27])[C:29]([NH2:19])=[O:30]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 62493Pivaloyl chlorideHCID 18333615HCID 18333615, compound

Product 1

HCID 69987191HCID 69987191, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of the product of step 2, pyridine (3.1 ml, 38.4 mmol) and (CH3)3CCOCl (3.2 ml, 25.6 mmol) in CH2Cl2 (100 ml) was stirred for 2 h, then poured into cold water. The whole was extracted with CH2Cl2 (3×100 ml) and the combined organic layers were dried (Na2SO4), filtered and concentrated to afford 2-fluoro-4-(4′-methoxybenzylmercapto)phenyl-2,2-dimethylpropanamide. MS (Cl) m/e 348 (M+H)+.

Workup

  1. extractionThe whole was extracted with CH2Cl2 (3×100 ml)
  2. dry with materialthe combined organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-46032f3e8c8f481f9477944549c236f7
Source dataset
uspto-grants-2001_12
Patent number
US06329395B1

Reaction notes

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