Trifluoroacetic acid → 5-((1R,2S)-2-aminocyclohexylamino)-3-(5-methyl-7,8-dihydroquinolin-2-ylamino)picolinonitrile

HRID 1504890ノート

反応式

HRID 1504890 の反応式
[C:1]([C:3]1[N:8]=[CH:7][C:6]([NH:9][C@@H:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C@@H:11]2[NH:16]C(=O)OC(C)(C)C)=[CH:5][C:4]=1[NH:24][C:25]1[CH:34]=[CH:33][C:32]2[C:31](O)([CH3:35])[CH2:30][CH2:29][CH2:28][C:27]=2[N:26]=1)#[N:2].FC(F)(F)C(O)=O>ClCCl.C1(C)C=CC=CC=1>[NH2:16][C@H:11]1[CH2:12][CH2:13][CH2:14][CH2:15][C@H:10]1[NH:9][C:6]1[CH:5]=[C:4]([NH:24][C:25]2[CH:34]=[CH:33][C:32]3[C:31]([CH3:35])=[CH:30][CH2:29][CH2:28][C:27]=3[N:26]=2)[C:3]([C:1]#[N:2])=[N:8][CH:7]=1

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 86731763tert-butyl (1S,2R)-2-(6-cyano-5-(5-hydroxy-5-methyl-5,6,7,8-tetrahydroquinolin-2-ylamino)pyridin-3-ylamino)cyclohexylcarbamate

生成物 1

HCID 867317645-((1R,2S)-2-aminocyclohexylamino)-3-(5-methyl-7,8-dihydroquinolin-2-ylamino)picolinonitrile

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of tert-butyl (1S,2R)-2-(6-cyano-5-(5-hydroxy-5-methyl-5,6,7,8-tetrahydroquinolin-2-ylamino)pyridin-3-ylamino)cyclohexylcarbamate (25 mg, 0.051 mmol) in dichlormethane (1.5 mL) was added trifluoroacetic acid (0.5 mL). After 20 minutes, the reaction mixture was diluted with toluene (1 mL) and dichloromethane (10 mL), and then concentrated under reduced pressure. The residue was dissolved in methanol (1 mL) and toluene (1 mL) and then concentrated under reduced pressure. This entire procedure was repeated again to afford 5-((1R,2S)-2-aminocyclohexylamino)-3-(5-methyl-7,8-dihydroquinolin-2-ylamino)picolinonitrile which was used without further purification. MS ESI calc'd. for C22H27N6 [M+H]+ 375. found 375.

後処理

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in methanol (1 mL)
  3. concentrationtoluene (1 mL) and then concentrated under reduced pressure

出典と根拠

ORDレコード
ord-fdb2d0ee62b247389453a81a8ed0aa5c
出典データセット
uspto-grants-2015_12
特許番号
US09216173B2

反応ノート

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