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Trifluoroacetic acid → N-((6-(3-Chloro-4-fluorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methyl)-7-methoxy-1,5-naphthyridin-4-amine

HRID 2176496
ノート
印刷プレビュー

反応式

HRID 2176496 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH2:11][NH:12][C:13]3[C:22]4[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][N:21]=4)[N:16]=[CH:15][CH:14]=3)=[N:9][N:10]=2)[CH:7]=1.BrC1C=CC2N(C(CNC(=O)OC(C)(C)C)=NN=2)C=1.[C:44](O)([C:46]([F:49])(F)F)=O.[Cl:51][C:52]1C=CN=[C:56]2[C:61]=1N=CC(OC)=[CH:57]2>C(Cl)Cl>[Cl:51][C:52]1[CH:61]=[C:56]([C:2]2[CH:3]=[CH:4][C:5]3[N:6]([C:8]([CH2:11][NH:12][C:13]4[C:22]5[C:17](=[CH:18][C:19]([O:23][CH3:24])=[CH:20][N:21]=5)[N:16]=[CH:15][CH:14]=4)=[N:9][N:10]=3)[CH:7]=2)[CH:57]=[CH:44][C:46]=1[F:49]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6422Trifluoroacetic acid2 回HCID 594273408-Chloro-3-methoxy-1,5-naphthyridineHCID 67502483N-((6-Bromo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methyl)-7-methoxy-1,5-naphthyridin-4-amineHCID 86630265Tert-butyl (6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methylcarbamate

生成物 1

HCID 57691070N-((6-(3-Chloro-4-fluorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methyl)-7-methoxy-1,5-naphthyridin-4-amine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

N-((6-Bromo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methyl)-7-methoxy-1,5-naphthyridin-4-amine. To a suspension of tert-butyl (6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methylcarbamate (0.900 g, 2.75 mmol) in CH2Cl2 (10 mL) was added TFA (0.848 ml, 11.0 mmol) and the mixture stirred at rt. After 30 minutes additional TFA (0.848 ml, 11.0 mmol) was added, and the mixture stirred at rt 2 h more then concentrated. The residue was taken up into 2-butanol (5 mL) and combined with 8-chloro-3-methoxy-1,5-naphthyridine (0.535 g, 2.75 mmol) in a 5 mL microwave vessel. The vessel was sealed and the mixture heated in the microwave for 10 min at 120 C with a 60 sec prestir. The mixture was concentrated, diluted with DCM and stirred with 2N NaOH (pH 14) for 30 minutes. The solid was filtered to afford the title compound as a beige solid.

後処理

  1. stirringthe mixture stirred at rt 2 h more
  2. concentrationconcentrated
  3. customThe vessel was sealed
  4. temperaturethe mixture heated in the microwave for 10 min at 120 C with a 60 sec
  5. stirringprestir
  6. concentrationThe mixture was concentrated
  7. additiondiluted with DCM
  8. stirringstirred with 2N NaOH (pH 14) for 30 minutes
  9. filtrationThe solid was filtered

出典と根拠

ORDレコード
ord-78cf02418cfe4b9f9361dfbfe561ccac
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09066954B2

反応ノート

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