Acetic Anhydride → HCID 11258953, compound

HRID 133677Notes

Reaction equation

HRID 133677 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[C:13]([O:15][C:16]3[C:21]4[N:22]=[C:23]([NH2:25])[S:24][C:20]=4[CH:19]=[CH:18][CH:17]=3)[CH:12]=[N:11][CH:10]=2)=[CH:5][CH:4]=1.[C:28](OC(=O)C)(=[O:30])[CH3:29]>N1C=CC=CC=1>[F:27][C:2]([F:26])([F:1])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[C:13]([O:15][C:16]3[C:21]4[N:22]=[C:23]([NH:25][C:28](=[O:30])[CH3:29])[S:24][C:20]=4[CH:19]=[CH:18][CH:17]=3)[CH:12]=[N:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 11463370HCID 11463370, compound

Product 1

HCID 11258953HCID 11258953, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4-[6-(4-trifluoromethyl-phenyl)-pyrazin-2-yloxy]-benzothiazol-2-ylamine (42 mg, 0.11 mmol), acetic anhydride (50 uL, 0.53 mmol) and pyridine (2 mL) was heated at 70° C. for 18 h. The solution was concentrated under a N2 stream and the resulting solid was purified by prep LC (10-90% CH3CN/H2O modified with 0.1% TFA) to give N-{4-[6-(4-trifluoromethyl-phenyl)-pyrazin-2-yloxy]-benzothiazol-2-yl}-acetamide as a white solid [MS (ESI, pos. ion) m/z: 431 (M+1)].

Workup

  1. concentrationThe solution was concentrated under a N2 stream
  2. customthe resulting solid was purified by prep LC (10-90% CH3CN/H2O modified with 0.1% TFA)

Sources & evidence

ORD record
ord-c40c1d947e714338ae623fc8d9332842
Source dataset
uspto-grants-2008_06
Patent number
US07390907B2

Reaction notes

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