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Trifluoroiodomethane → 3-(benzyloxy)-5-iodo-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride

HRID 1426095
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HRID 1426095 반응식
[ClH:1].[CH2:2]([O:9][C:10]1[C:11]([NH:17][C:18]2[S:19][CH:20]=[C:21]([CH3:23])[N:22]=2)=[N:12][CH:13]=[C:14](Br)[CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Li]C.C([Li])CCC.FC([I:35])(F)F>>[ClH:1].[CH2:2]([O:9][C:10]1[C:11]([NH:17][C:18]2[S:19][CH:20]=[C:21]([CH3:23])[N:22]=2)=[N:12][CH:13]=[C:14]([I:35])[CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1
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참가 물질

5

반응물 4

HCID 16843TrifluoroiodomethaneHCID 160614653-(benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochlorideHCID 178418339ButyllithiumHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 866396523-(benzyloxy)-5-iodo-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride수율 37%

실험 절차

3-(Benzyloxy)-5-bromo-N-(4-methylthiazol-2-yl)pyridin-2-amine (prepared according to Example 1) (0.250 g, 0.664 mmol), MeLi (0.519 mL, 0.831 mmol), butyllithium (0.332 mL, 0.831 mmol) and trifluoromethyliodide (bubbled in excess) were reacted according to the method of Example 7 to provide 3-(benzyloxy)-5-iodo-N-(4-methylthiazol-2-yl)pyridin-2-amine hydrochloride (0.104 g, 37.0% yield). 1H NMR (d6-DMSO) δ 8.14 (d, 1H), 7.82 (m, 1H), 7.58 (m, 2H), 7.40 (m, 3H), 6.79 (s, 1H), 5.31 (s, 2H), 2.28 (s, 3H). Mass spectrum (apci) m/z=424.0 (M+H).

출처 및 근거

ORD 기록
ord-7f1d33e78d4c4ef3bf1c22ad83117b99
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08933077B2

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