Trifluoroacetic acid → N-[4-((1S,4S)-4-Amino-1,2,3,4-tetrahydro-naphthalen-1-yloxy)-pyridin-2-yl]-2-methoxy-acetamide

HRID 2282377ノート

反応式

HRID 2282377 の反応式
C(OC(=O)[NH:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@@H:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([NH:25][C:26](=[O:30])[CH2:27][O:28][CH3:29])[CH:20]=2)[CH2:10][CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH3:7].[NH2:7][C@@H:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C@@H:11]([O:18][C:19]2[CH:24]=[CH:23][N:22]=[C:21]([NH:25][C:26](=[O:30])[CH2:27][O:28][CH3:29])[CH:20]=2)[CH2:10][CH2:9]1

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 86686965{(1S,4S)-4-[2-(2-Methoxy-acetylamino)-pyridin-4-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-carbamic acid tert-butyl ester

生成物 2

HCID 222AmmoniaHCID 86686966N-[4-((1S,4S)-4-Amino-1,2,3,4-tetrahydro-naphthalen-1-yloxy)-pyridin-2-yl]-2-methoxy-acetamide収率 198.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of Intermediate 10c (272 mg, 0.64 mmol) in DCM (6 mL) was added TFA (2 mL), and the mixture stirred at RT for 30 min. The mixture was concentrated in vacuo. The residue was purified on an Isolute SCX-2 cartridge, eluting with MeOH then 0.4-1M NH3 in MeOH, to give the title compound as a colourless gum (208 mg, 100%). LCMS (Method 3): Rt 0.44 min, m/z 350.2 [MNa+].

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe residue was purified on an Isolute SCX-2 cartridge
  3. washeluting with MeOH

出典と根拠

ORDレコード
ord-0abaf9df74244812940588bb76976b4e
出典データセット
uspto-grants-2015_09
特許番号
US09139584B2

反応ノート

読み込み中…