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Ammonia → 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide

HRID 1504854
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인쇄 미리보기

반응식

HRID 1504854 반응식
Cl.[NH2:2][C@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[NH:9][C:10]1[CH:11]=[C:12]([NH:19][C:20]2[CH:25]=[C:24]([CH3:26])[CH:23]=[C:22]([CH3:27])[N:21]=2)[C:13]([C:16]([NH2:18])=[O:17])=[N:14][CH:15]=1.N>CO.O>[NH2:2][C@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[NH:9][C:10]1[CH:11]=[C:12]([NH:19][C:20]2[CH:25]=[C:24]([CH3:26])[CH:23]=[C:22]([CH3:27])[N:21]=2)[C:13]([C:16]([NH2:18])=[O:17])=[N:14][CH:15]=1
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참가 물질

5

반응물 2

HCID 222AmmoniaHCID 867317225-{[(1R,2S)-2-aminocyclohexyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide hydrochloric acid salt

생성물 1

HCID 715336755-{[(1R,2S)-2-aminocyclohexyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

The 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide hydrochloric acid salt (21.5 g, 50.3 mmol) was diluted with methanol (200 mL) and ammonia (7.0 M solution in methanol, 21.6 mL, 151 mmol). After 30 minutes, the reaction mixture was diluted with water (190 mL) and stirred. After 30 minutes, the reaction mixture was filtered, and the solids were washed with water (2×75 mL) and dried to afford 5-{[(1R,2S)-2-aminocyclohexyl]amino}-3-[(4,6-dimethylpyridin-2-yl)amino]pyridine-2-carboxamide. MS ESI calc'd. for C19H27N6O [M+H]+ 355. found 355. 1H NMR (600 MHz, CD3OD) δ 8.47 (d, J=2.4 Hz, 1H), 7.58 (d, J=2.4 Hz, 1H), 6.58 (s, 1H), 6.47 (s, 1H), 3.61-3.49 (m, 1H), 3.26-3.22 (m, 1H), 2.39 (s, 3H), 2.23 (s, 3H), 1.87-1.55 (m, 6H), 1.49-1.39 (m, 2H).

후처리

  1. waitAfter 30 minutes
  2. filtrationthe reaction mixture was filtered
  3. washthe solids were washed with water (2×75 mL)
  4. customdried

출처 및 근거

ORD 기록
ord-e27b60cbf0c7452e817794e7b9a9924a
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09216173B2

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