Acetic Anhydride → HCID 11304946, compound

HRID 133676Notes

Reaction equation

HRID 133676 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]([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:13][CH:14]=2)=[CH:5][CH:4]=1.[C:28](OC(=O)C)(=[O:30])[CH3:29]>N1C=CC=CC=1>[F:27][C:2]([F:1])([F:26])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]([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:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 11383633HCID 11383633, compound

Product 1

HCID 11304946HCID 11304946, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4-[5-(4-trifluoromethyl-phenyl)-pyridin-3-yloxy]-benzothiazol-2-ylamine (12 mg, 0.031 mmol), acetic anhydride (10 uL, 0.074 mmol) and pyridine (1 mL) was heated at 60° C. for 18 h. The solution was concentrated under an N2 stream and the resulting mixture was purified by prep LC (10-90% CH3CN/H2O modified with 0.1% TFA) to give N-{4-[5-(4-trifluoromethyl-phenyl)-pyridin-3-yloxy]-benzothiazol-2-yl}-acetamide as a white solid [MS (ESI, pos. ion) m/z: 430 (M+1)].

Workup

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

Sources & evidence

ORD record
ord-66d3c4bfd8414933b0bfb5b81de97c2f
Source dataset
uspto-grants-2008_06
Patent number
US07390907B2

Reaction notes

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