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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
ノート
印刷プレビュー

反応式

HRID 2076040 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 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

生成物 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]-amine収率 16%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-a52b3dfc183047ae9520d192648a2bdb
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07923450B2

反応ノート

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