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Hydrochloric Acid → (S)-1-(5-(5-(3-methylpyridin-2-ylthio)-3-(2-methylpyridin-3-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)ethane-1,2-diol hydrochloride

HRID 1523610
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HRID 1523610 반응식
[CH3:1][C:2]1[C:3]([S:8][C:9]2[CH:10]=[C:11]([O:31][C:32]3[C:33]([CH3:38])=[N:34][CH:35]=[CH:36][CH:37]=3)[C:12]([NH:15][C:16]3[S:20][N:19]=[C:18]([C@H:21]4[CH2:25][O:24]C5(CCCCC5)[O:22]4)[N:17]=3)=[N:13][CH:14]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[ClH:39]>C(O)C>[ClH:39].[CH3:1][C:2]1[C:3]([S:8][C:9]2[CH:10]=[C:11]([O:31][C:32]3[C:33]([CH3:38])=[N:34][CH:35]=[CH:36][CH:37]=3)[C:12]([NH:15][C:16]3[S:20][N:19]=[C:18]([C@H:21]([OH:22])[CH2:25][OH:24])[N:17]=3)=[N:13][CH:14]=2)=[N:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68473492(S)-N-(5-(3-methylpyridin-2-ylthio)-3-(2-methylpyridin-3-yloxy)pyridin-2-yl)-3-(1,4-dioxaspiro[4.5]decan-2-yl)-1,2,4-thiadiazol-5-amine

생성물 1

HCID 68473146(S)-1-(5-(5-(3-methylpyridin-2-ylthio)-3-(2-methylpyridin-3-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)ethane-1,2-diol hydrochloride수율 86.5%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

To a solution of (S)—N-(5-(3-methylpyridin-2-ylthio)-3-(2-methylpyridin-3-yloxy)pyridin-2-yl)-3-(1,4-dioxaspiro[4.5]decan-2-yl)-1,2,4-thiadiazol-5-amine (0.565 g, 1.03 mmol) in ethanol (25 mL) was added an aqueous solution of 6N HCl (2 mL) The reaction was heated at 80° C. for 2 hours, cooled to ambient temperature, stirred for 30 minutes, then cooled at 0° C. for an hour. The reaction was filtered, washed with cold ethanol, hexanes, and dried to afford (S)-1-(5-(5-(3-methylpyridin-2-ylthio)-3-(2-methylpyridin-3-yloxy)pyridin-2-ylamino)-1,2,4-thiadiazol-3-yl)ethane-1,2-diol hydrochloride (0.450 g, 0.891 mmol, 86.5% yield) as white crystals. Mass Spectrum (apci) m/z=469.1 (M+H−HCl).

후처리

  1. temperaturecooled to ambient temperature
  2. temperaturecooled at 0° C. for an hour
  3. filtrationThe reaction was filtered
  4. washwashed with cold ethanol, hexanes
  5. customdried

출처 및 근거

ORD 기록
ord-04be34a68d924e9b8069c21e81e1e1b5
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09079890B2

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