Hydrochloric Acid → 2-Amino-1-(4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone dihydrochloride

HRID 911847

反応式

HRID 911847 の反応式
[O:1]=[C:2]([N:12]1[CH2:17][CH2:16][CH:15]([C:18]2[N:22]=[C:21]([NH:23][C:24]3[C:29]([O:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:28][C:27]([S:37][C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][N:39]=4)=[CH:26][N:25]=3)[S:20][N:19]=2)[CH2:14][CH2:13]1)[CH2:3][NH:4]C(=O)OC(C)(C)C.[ClH:44]>C(Cl)Cl.CO.O1CCOCC1>[ClH:44].[ClH:44].[NH2:4][CH2:3][C:2]([N:12]1[CH2:13][CH2:14][CH:15]([C:18]2[N:22]=[C:21]([NH:23][C:24]3[C:29]([O:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:28][C:27]([S:37][C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][N:39]=4)=[CH:26][N:25]=3)[S:20][N:19]=2)[CH2:16][CH2:17]1)=[O:1]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 57742767tert-Butyl 2-oxo-2-(4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethylcarbamate

生成物 1

HCID 669945622-Amino-1-(4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone dihydrochloride収率 78%

試薬・触媒・溶媒 2

HCID 312751,4-Dioxane溶媒HCID 21226129Dichloromethane methanol溶媒

実験手順

tert-Butyl 2-oxo-2-(4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethylcarbamate (0.098 g, 0.16 mmol) was dissolved in CH2Cl2:MeOH (1:1, 20 mL) and added 5 mL of 4M HCl in dioxane and stirred for 2 hours. The reaction was concentrated and dried in high vacuum oven to provide 2-amino-1-(4-(5-(3-phenoxy-5-(pyridin-2-ylthio)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)piperidin-1-yl)ethanone dihydrochloride (0.081 g, 78% yield). 1H NMR (d-DMSO) δ 12.34 (s, 1H), 8.39 (d, 1H), 8.37 (m, 1H), 8.13 (m, 3H), 7.67 (dt, 1H), 7.48 (d, 1H), 7.43 (t, 2H), 7.21-7.11 (m, 5H), 4.32 (d, 1H), 3.90 (m, 2H), 3.70 (m, 2H), 3.48 (m, 1H), 3.26-3.02 (m, 2H), 2.94 (t, 1H), 2.06 (d, 2H), 1.76-1.53 (m, 2H).

後処理

  1. concentrationThe reaction was concentrated
  2. customdried in high vacuum oven

出典と根拠

ORDレコード
ord-945e14b997984a7195cb000239709706
出典データセット
uspto-grants-2011_09
特許番号
US08022223B2

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