Hydrochloric Acid → HCID 86613657、化合物

HRID 269284ノート

反応式

HRID 269284 の反応式
[F:1][C:2]([F:32])([F:31])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12]#[C:13][C:14]3[CH:15]=[CH:16][C:17]([NH2:20])=[N:18][CH:19]=3)=[C:7]2[N:6]=[C:5]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[CH:4]=1.[NH4+].[OH-].Cl.O.[C:37](OC(=O)C)(=[O:39])[CH3:38]>C1COCC1>[F:32][C:2]([F:1])([F:31])[C:3]1[N:8]2[N:9]=[CH:10][C:11]([C:12]#[C:13][C:14]3[CH:15]=[CH:16][C:17]([NH:20][C:37](=[O:39])[CH3:38])=[N:18][CH:19]=3)=[C:7]2[N:6]=[C:5]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:28])([F:29])[F:30])=[CH:23][CH:22]=2)[CH:4]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 7918Acetic AnhydrideHCID 14923Ammonium HydroxideHCID 71533696Decoglurant

生成物 1

HCID 86613657HCID 86613657、化合物収率 97%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
120 °C

実験手順

A mixture of 5-[7-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-pyridin-2-ylamine (example 55) (2.00 g, 4.47 mmol) in acetic anhydride (15 mL) was stirred at 120° C. for 1 h. Cooled to 60° C., concentrated in vaccum to dryness (water bath temperature 60° C.) and dried in HV to give an orange solid (2.465 g, 113%, mixture of mono- and diacetylated compound). Suspended in THF (30 mL) at 23° C., added NH4OH (25%, 13.3M, 1.0 mL, 13.4 mmol) and stirred at 23° C. for 1.5 h resulting in a clear red solution, adjusted pH with 1N HCl until pH 1, added H2O (total volume 200 mL), filtered the precipitate off, washed with H2O and dried in HV, followed by trituration with ether and drying in HV to give the title compound as an orange solid (2.130 g, 97%). MS [ISN] 488.1[(M−H)−]; mp 266° C.

後処理

  1. temperatureCooled to 60° C.
  2. concentrationconcentrated in vaccum to dryness (water bath temperature 60° C.)
  3. customdried in HV
  4. customto give
  5. additionan orange solid (2.465 g, 113%, mixture of mono- and diacetylated compound)
  6. stirringstirred at 23° C. for 1.5 h
  7. customresulting in a clear red solution
  8. filtrationfiltered the precipitate off,
  9. washwashed with H2O
  10. customdried in HV
  11. customdrying in HV

出典と根拠

ORDレコード
ord-24754e42e56447dc9ec58fa2545206b9
出典データセット
uspto-grants-2008_11
特許番号
US07446113B2

反応ノート

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