홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Ammonium Chloride → 3-((2-(4-Methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenol hydrochloride

HRID 1426106
노트
인쇄 미리보기

반응식

HRID 1426106 반응식
[Si]([O:8][C:9]1[CH:10]=[C:11]([CH:27]=[CH:28][CH:29]=1)[CH2:12][O:13][C:14]1[C:15]([NH:20][C:21]2[S:22][CH:23]=[C:24]([CH3:26])[N:25]=2)=[N:16][CH:17]=[CH:18][CH:19]=1)(C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-].[NH4+].[Cl-:49]>C1COCC1>[ClH:49].[CH3:26][C:24]1[N:25]=[C:21]([NH:20][C:15]2[C:14]([O:13][CH2:12][C:11]3[CH:10]=[C:9]([OH:8])[CH:29]=[CH:28][CH:27]=3)=[CH:19][CH:18]=[CH:17][N:16]=2)[S:22][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 727058253-(3-(tert-butyldimethylsilyloxy)benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine

생성물 1

HCID 866396593-((2-(4-Methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenol hydrochloride수율 79%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매

실험 절차

A 125 mL round-bottomed flask was charged with 3-(3-(tert-butyldimethylsilyloxy)benzyloxy)-N-(4-methylthiazol-2-yl)pyridin-2-amine (5.4 g, 13 mmol) and THF (50 mL). TBAF (1M in THF, 15 mL, 15 mmol) was added and stirred at room temperature overnight. The reaction was poured into saturated aqueous NH4Cl and extracted with CH2Cl2 (2×100 mL). The organic layer was dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified over silica gel (30 to 80% EtOAc in hexanes) to afford 3-((2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)methyl)phenol hydrochloride (3.5 g, 79%) after HCl salt formation. 1H NMR (d6-DMSO) δ 9.83 (bs, 1H), 9.50 (bs, 1 h), 7.89 (dd, 1H), 7.38 (d, 1H), 7.22 (t, 1H), 6.98 (m, 2H), 6.91 (dd, 1H), 6.75 (dd, 1H), 6.62 (s, 1H), 5.22 (s, 2H), 2.29 (s, 3H). Mass spectrum (apci) m/z=314.1 (M+H-HCl).

후처리

  1. extractionextracted with CH2Cl2 (2×100 mL)
  2. dry with materialThe organic layer was dried with sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified over silica gel (30 to 80% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-2e20642a36ed4274967f1da790f16cb2
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08933077B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트