Hydrochloric Acid → (S)-2-methyl-1-(5-(5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)propane-1,2-diol hydrochloride

HRID 1523653ノート

反応式

HRID 1523653 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[S:7][C:8]1[CH:9]=[C:10]([O:29][C:30]2[C:31]([CH3:37])=[N:32][N:33]([CH3:36])[C:34]=2[CH3:35])[C:11]([NH:14][C:15]2[S:19][N:18]=[C:17]([C@H:20]3[C:24]([CH3:26])([CH3:25])[O:23]C(C)(C)[O:21]3)[N:16]=2)=[N:12][CH:13]=1.[ClH:38]>C(O)C>[ClH:38].[CH3:26][C:24]([OH:23])([CH3:25])[C@H:20]([C:17]1[N:16]=[C:15]([NH:14][C:11]2[C:10]([O:29][C:30]3[C:31]([CH3:37])=[N:32][N:33]([CH3:36])[C:34]=3[CH3:35])=[CH:9][C:8]([S:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)=[CH:13][N:12]=2)[S:19][N:18]=1)[OH:21]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 68473453(S)-N-(5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)pyridin-2-yl)-3-(2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)-1,2,4-thiadiazol-5-amine

生成物 1

HCID 67487906(S)-2-methyl-1-(5-(5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)propane-1,2-diol hydrochloride収率 89.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
75 °C

実験手順

A flask was charged with (S)—N-(5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)pyridin-2-yl)-3-(2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)-1,2,4-thiadiazol-5-amine (0.233 g, 0.432 mmol), ethanol (10 mL), and 3M HCl (0.288 ml, 0.863 mmol). The reaction was heated to 75° C. for 1 hour and then concentrated in vacuo. Ether was added to the residue and the mixture was stirred for 2 minutes to precipitate the product. The mixture was decanted and the resulting solids were dried in vacuo to afford (S)-2-methyl-1-(5-(5-(pyridin-2-ylthio)-3-(1,3,5-trimethyl-1H-pyrazol-4-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)propane-1,2-diol hydrochloride (0.248 g, 0.387 mmol, 89.6% yield) as yellow solid. Mass Spectrum (apci) m/z=500.1 (M+H−HCl).

後処理

  1. concentrationconcentrated in vacuo
  2. additionEther was added to the residue
  3. customto precipitate the product
  4. customThe mixture was decanted
  5. customthe resulting solids were dried in vacuo

出典と根拠

ORDレコード
ord-9346811e7c8a4fd099720a7ecf73e269
出典データセット
uspto-grants-2015_07
特許番号
US09079890B2

反応ノート

読み込み中…