Methyl chloroformate → 4-[4-(4-Methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid methyl ester

HRID 1931620

反応式

HRID 1931620 の反応式
FC(F)(F)C(O)=O.[CH3:8][S:9]([C:12]1[CH:33]=[CH:32][C:15]([O:16][C:17]2[N:22]=[CH:21][N:20]=[C:19]3[N:23]([CH:26]4[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]4)[N:24]=[CH:25][C:18]=23)=[CH:14][CH:13]=1)(=[O:11])=[O:10].Cl[C:35]([O:37][CH3:38])=[O:36]>>[CH3:38][O:37][C:35]([N:29]1[CH2:28][CH2:27][CH:26]([N:23]2[C:19]3=[N:20][CH:21]=[N:22][C:17]([O:16][C:15]4[CH:14]=[CH:13][C:12]([S:9]([CH3:8])(=[O:11])=[O:10])=[CH:33][CH:32]=4)=[C:18]3[CH:25]=[N:24]2)[CH2:31][CH2:30]1)=[O:36]

参加物

3

反応物 2

HCID 6586Methyl chloroformateHCID 669153264-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt2 回

生成物 1

HCID 579649104-[4-(4-Methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid methyl ester

実験手順

4-[4-(4-Methanesulfonyl-phenoxy)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid methyl ester was prepared according to General Procedure E by the reaction of 4-(4-methanesulfonyl-phenoxy)-1-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidine trifluoroacetate salt (Intermediate 27) with methyl chloroformate (available from Aldrich Chemical Company, Inc., Milwaukee, Wis., USA). 1H NMR (400 MHz, DMSO-d6) δ 1.94-2.06 (m, 4H), 3.09-3.14 (m, 2H), 3.30 (methyl sulfonyl and water peak), 3.61 (s, 3H), 4.02-4.10 (m, 2H), 4.98-5.04 (m, 1H), 7.59-7.61 (m, 2H), 8.02-8.04 (m, 2H), 8.35 (s, 1H), 8.54 (s, 1H). Mass spectrum MH+=432.

出典と根拠

ORDレコード
ord-e6c1c7b11076453e98e9cbf42255f4da
出典データセット
uspto-grants-2012_05
特許番号
US08188098B2

関連ノート

読み込み中…