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Ethylamine → (6-Methanesulfonyl-8-phenyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine

HRID 2076040
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HRID 2076040 반응식
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([NH:16][C:17]2[N:18]=[CH:19][C:20]3[CH2:26][NH:25][CH2:24][CH:23]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[C:21]=3[N:22]=2)[CH:7]=[CH:8][C:9]=1[N:10]1[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]1.C(N)C.[CH3:36][S:37](Cl)(=[O:39])=[O:38]>C(Cl)Cl>[CH3:36][S:37]([N:25]1[CH2:24][CH:23]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[N:22]=[C:17]([NH:16][C:6]3[CH:7]=[CH:8][C:9]([N:10]4[CH:14]=[C:13]([CH3:15])[N:12]=[CH:11]4)=[C:4]([O:3][CH3:2])[CH:5]=3)[N:18]=[CH:19][C:20]=2[CH2:26]1)(=[O:39])=[O:38]
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참가 물질

5

반응물 3

HCID 6341EthylamineHCID 31297Methanesulfonyl chlorideHCID 44194157[3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-(8-phenyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl)-amine hydrochloride

생성물 1

HCID 57780706(6-Methanesulfonyl-8-phenyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine수율 16%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a suspension of [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-(8-phenyl-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-2-yl)-amine hydrochloride (75 mg, 0.17 mmol) in methylen chloride (2 mL) was added at room temperature NN,-diisoprpyl ethyl amine (33 mg, 0.25 mmol) and methanesulfonyl chloride (21.3 mg, 0.18 mmol). The reaction was stirred at room temperature over night. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using dichloromethane/methanol (19:1 v/v) as eluent to yield the title compound (13 mg, 16%) as a yellow solid. MS ISP (m/e): 491.0 (100) [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=8.33 (s, 1H), 7.70 (s, 1H), 7.59 (s, 1H), 7.26-7.35 (m, 3H), 7.17 (d, 2H), 7.05 (d, 1H), 6.82 (s, 1H), 6.77 (d, 1H), 4.56 (d, 1H), 4.46 (d, 1H), 4.32 (t, 1H), 3.97 (dd, 1H), 3.43 (dd, 1H), 3.38 (s, 3H), 2.80 (s, 3H), 2.30 (s, 3H).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-a52b3dfc183047ae9520d192648a2bdb
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07923450B2

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