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Hydrochloric Acid → 3-(2-(4-Methylthiazol-2-ylamino)pyridin-4-ylthio)phenol

HRID 910964
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HRID 910964 반응식
[Si]([O:8][C:9]1[CH:10]=[C:11]([S:15][C:16]2[CH:21]=[CH:20][N:19]=[C:18]([NH:22][C:23]3[S:24][CH:25]=[C:26]([CH3:28])[N:27]=3)[CH:17]=2)[CH:12]=[CH:13][CH:14]=1)(C(C)(C)C)(C)C.C1COCC1.Cl>O>[CH3:28][C:26]1[N:27]=[C:23]([NH:22][C:18]2[CH:17]=[C:16]([S:15][C:11]3[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][CH:12]=3)[CH:21]=[CH:20][N:19]=2)[S:24][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 248258774-(3-(tert-butyldimethylsilyloxy)phenylthio)-N-(4-methylthiazol-2-yl)pyridin-2-amine

생성물 1

HCID 578989303-(2-(4-Methylthiazol-2-ylamino)pyridin-4-ylthio)phenol수율 89.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 3 dram vial was charged with 4-(3-(tert-butyldimethylsilyloxy)phenylthio)-N-(4-methylthiazol-2-yl)pyridin-2-amine (0.470 g, 1.09 mmol and THF (2 mL) and 6M HCl (1 mL) were added. The reaction mixture was stirred at room temperature overnight, then diluted with water and extracted with ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered and concentrated to give desired product (0.309 g, 89.6% yield) as yellow solid. 1H NMR (DMSO) δ 11.07 (s, 1H), 9.84 (s, 1H), 8.08 (d, 1H), 7.32 (t, 1H), 6.98 (m, 1H), 6.92 (m, 2H), 6.76 (d, 1H), 6.59 (dd, 1H), 6.51 (d, 1H), 2.20 (d, 3H); Mass spectrum (esi) m/z=316 (100) (M+H).

후처리

  1. additionwere added
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic layers were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-bfea7175e848432188fb7f59cba0e04c
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022222B2

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