Hydrochloric Acid → Hydrochloric Acid

HRID 1925246ノート

反応式

HRID 1925246 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21](Br)[CH:22]=2)[C:17]=1[F:27].P(C(C)(C)C)(C(C)(C)C)C(C)(C)C.[Li+].C[Si]([N-:46][Si](C)(C)C)(C)C.[ClH:51]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[C:17]([F:27])=[C:18]2[C:23](=[CH:24][CH:25]=1)[CH:22]=[C:21]([NH2:46])[CH:20]=[CH:19]2.[ClH:51]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 2733832Lithium HexamethyldisilazideHCID 675205642-(6,7-Dimethoxy-4-quinolyloxy)-6-bromo-1-fluoronaphthalene

生成物 2

HCID 313Hydrochloric AcidHCID 675203606-(6,7-Dimethoxy-4-quinolyloxy)-5-fluoro-2-naphthylamine

試薬・触媒・溶媒 2

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 1140Toluene溶媒

実験手順

A mixture of 2-(6,7-dimethoxy-4-quinolyloxy)-6-bromo-1-fluoronaphthalene (Step b, 1.7 g, 4.0 mmol), Pd2(dba)3 (183 mg, 0.2 mmol, Aldrich) and P(t-Bu)3 (40 mg, 0.2 mmol, Aldrich) in a two-necked round-bottom flask was degassed under vacuum and refilled with N2. Under N2, dry toluene and LiHMDS (5 mL, 1M in THF, 5.0 mmol, Aldrich) was added to the mixture via syringe. The reaction was stirred at RT under N2 for 16 h. To the reaction was added 1N aqueous HCl (10 mL) and a yellow precipitate was collected by filtration. The solid was washed with 10 mL of water and dried in vacuo at 50° C. for 24 h to give title compound as HCl salt in the form of yellow solid. MS (ESI, pos. ion) m/z: 365 (M+1). Mass Calc'd for C21H17FN2O3: 364.12.

後処理

  1. customwas degassed under vacuum
  2. additionrefilled with N2
  3. filtrationa yellow precipitate was collected by filtration
  4. washThe solid was washed with 10 mL of water
  5. customdried in vacuo at 50° C. for 24 h

出典と根拠

ORDレコード
ord-ecc294d356224557b99b4a48bfb28463
出典データセット
uspto-grants-2012_05
特許番号
US08178557B2

反応ノート

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