Acetic Anhydride → HCID 16747961, compound

HRID 857645Notes

Reaction equation

HRID 857645 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][N:12]=[C:11]([O:15][C:16]3[CH:17]=[CH:18][CH:19]=[C:20]4[C:25]=3[N:24]=[C:23]([NH2:26])[CH:22]=[CH:21]4)[CH:10]=2)=[CH:5][CH:4]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>>[F:28][C:2]([F:1])([F:27])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[CH:13][N:12]=[C:11]([O:15][C:16]3[CH:17]=[CH:18][CH:19]=[C:20]4[C:25]=3[N:24]=[C:23]([NH:26][C:29](=[O:31])[CH3:30])[CH:22]=[CH:21]4)[CH:10]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 167479608-[[6-[4-(Trifluoromethyl)phenyl]-4-pyrimidinyl]oxy]-2-quinolinamine

Product 1

HCID 16747961HCID 16747961, compound

Procedure

This material was prepared according to the method described in Example 66 using 8-[6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-quinolin-2-ylamine, (Example 2(d), Method B), (0.79 g, 2.1 mmol) and acetic anhydride (2.5 mL, 2.6 mmol). Purification by silica gel chromatography (2:1 hexanes:EtOAc) provided the title compound as a white solid. MS (ESI, pos, ion) m/z: 425 (M+1). Mp: 203.8–206.0° C. Anal. Calcd for C22H15F3N4O2: C, 62.26; H, 3.56; N, 13.20. Found: C, 62.28; H, 3.51; N, 13.15.

Workup

  1. customThis material was prepared
  2. customPurification by silica gel chromatography (2:1 hexanes:EtOAc)

Sources & evidence

ORD record
ord-017ad11e8edd44de90352521b19f48c1
Source dataset
uspto-grants-2006_12
Patent number
US07144888B2

Reaction notes

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