Hydrochloric Acid → 2-Acetylamino-N-[2-fluoro-4-(4-fluoro-benzyloxy)-phenyl]-acetamide

HRID 1884164Notes

Reaction equation

HRID 1884164 reaction equation
[NH2:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[CH:8][C:7]=1[F:21])=[O:4].Cl.[C:23](Cl)(=[O:25])[CH3:24].C(N(CC)CC)C>O>[C:23]([NH:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:15]=[CH:16][C:17]([F:20])=[CH:18][CH:19]=2)=[CH:8][C:7]=1[F:21])=[O:4])(=[O:25])[CH3:24]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 104470352-amino-N-[2-fluoro-4-(4-fluoro-benzyloxy)-phenyl]-acetamide

Product 1

HCID 103595132-Acetylamino-N-[2-fluoro-4-(4-fluoro-benzyloxy)-phenyl]-acetamideYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-amino-N-[2-fluoro-4-(4-fluoro-benzyloxy)-phenyl]-acetamide (1:1) hydrochloride (50 mg, 0.15 mmol), acetyl chloride (14.4 mg, 0.18 mmol), triethylamine (31 mg, 0.30 mmol) was stirred at 0° C. for 4 h. Then the mixture was diluted with water and the mixture extracted with DCM. The organic layer was then washed with brine, dried, filtered and evaporated to leave the title compound (50 mg, 99%) as a white solid. MS: m/e=335.2 (M++H).

Workup

  1. extractionthe mixture extracted with DCM
  2. washThe organic layer was then washed with brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-006e2e62e7e0416ca3ec6f8c465e8175
Source dataset
uspto-grants-2004_07
Patent number
US06762320B2

Reaction notes

Loading…