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Hydrochloric Acid → 1-(1-(2-Morpholinoethyl)-1H-indazol-5-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one hydrochloride

HRID 2390437
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HRID 2390437 반응식
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][N:9]2[C:17]3[C:12](=[CH:13][C:14]([N:18]4[CH:23]=[CH:22][C:21]([C:24]5[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=5)=[CH:20][C:19]4=[O:34])=[CH:15][CH:16]=3)[CH:11]=[N:10]2)[CH2:3][CH2:2]1.[ClH:35]>C(Cl)Cl.CCOCC>[ClH:35].[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][CH2:8][N:9]2[C:17]3[C:12](=[CH:13][C:14]([N:18]4[CH:23]=[CH:22][C:21]([C:24]5[CH:29]=[CH:28][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:26][CH:25]=5)=[CH:20][C:19]4=[O:34])=[CH:15][CH:16]=3)[CH:11]=[N:10]2)[CH2:5][CH2:6]1
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 252058311-(1-(2-Morpholinoethyl)-1H-indazol-5-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one

생성물 1

HCID 667191771-(1-(2-Morpholinoethyl)-1H-indazol-5-yl)-4-(4-(trifluoromethyl)phenyl)pyridin-2(1H)-one hydrochloride수율 69%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 6344
Dichloromethane
용매

실험 절차

A solution of 1-(1-(2-morpholinoethyl)-1H-indazol-5-yl)-4-(4-(trifluoro-methyl)-phenyl)pyridin-2(1H)-one (32 mg, 0.068 mmol) in CH2Cl2 (2 mL) was treated with anhydrous HCl in diethyl ether (0.07 mL, 0.07 mmol, 1.0 M). After stirring at ambient temperature for 15 min, the reaction mixture was diluted with Et2O (20 mL). The resulting solids were collected by filtration and dried in a vacuum oven to yield the title compound (24 mg, 69%) as an off-white powder: mp 248-250° C. (decomposition); 1H NMR (500 MHz, DMSO-d6) δ 10.58 (br s, 1H), 8.28 (s, 1H), 8.02 (d, J=8.0 Hz, 2H), 7.92-7.84 (m, 5H), 7.55 (d, J=9.0 Hz, 1H), 6.90 (d, J=2.0 Hz, 1H), 6.75 (dd, J=7.0, 2.0 Hz, 1H), 4.95 (br, 2H), 4.02-3.99 (m, 2H), 3.72-3.70 (m, 4H), 3.56-3.54 (m, 2H), 3.20 (br, 2H); ESI MS m/z 469 [M+H]+; HPLC (Method B) 98.9% (AUC), tR=14.8 min.

후처리

  1. filtrationThe resulting solids were collected by filtration
  2. customdried in a vacuum oven

출처 및 근거

ORD 기록
ord-a2f68b6c18c242e4ba2edbb97a003ba2
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273770B2

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