Methanol → HCID 68779395、化合物

HRID 1042292

反応式

HRID 1042292 の反応式
[F:1][C:2]1([F:12])[O:6][C:5]2[CH:7]=[CH:8][C:9]([NH2:11])=[CH:10][C:4]=2[O:3]1.[NH:13]1[C:17]2=[N:18][CH:19]=[N:20][C:21]([C:22]3[C:23]([NH:28][C:29]4[C:30]5[CH:31]=[CH:32][N:33]=[C:34](Cl)[C:35]=5[CH:36]=[CH:37][C:38]=4[CH3:39])=[N:24][CH:25]=[CH:26][CH:27]=3)=[C:16]2[CH:15]=[N:14]1.FC(F)(F)C(O)=O.CO>CC(O)C.CCN(CC)CC>[NH:13]1[C:17]2=[N:18][CH:19]=[N:20][C:21]([C:22]3[C:23]([NH:28][C:29]4[C:30]5[CH:31]=[CH:32][N:33]=[C:34]([NH:11][C:9]6[CH:8]=[CH:7][C:5]7[O:6][C:2]([F:1])([F:12])[O:3][C:4]=7[CH:10]=6)[C:35]=5[CH:36]=[CH:37][C:38]=4[CH3:39])=[N:24][CH:25]=[CH:26][CH:27]=3)=[C:16]2[CH:15]=[N:14]1

参加物

7

反応物 4

HCID 887MethanolHCID 6422Trifluoroacetic acidHCID 27368935-Amino-2,2-difluoro-1,3-benzodioxoleHCID 59627378N-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-1-chloro-6-methylisoquinolin-5-amine

生成物 1

HCID 68779395HCID 68779395、化合物

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 8471Triethylamine溶媒

反応条件

温度
150 °C

実験手順

A mixture of 2,2-difluorobenzo[d][1,3]dioxol-5-amine (64 mg, 371 mop, N-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-1-chloro-6-methylisoquinolin-5-amine (120 mg, 309 μmol) and 2,2,2-trifluoroacetic acid (95 μl, 1238 μmol) in i-PrOH (4 ml) was heated in a microwave reactor at 150° C. for 40 min. The mixture was poured into MeOH (10 ml) and Et3N (0.25 ml) was added. Solvent was removed under vacuum and the product was purified by flash chromatography eluting with MeOH/DCM (1-5%) to give N5-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-N1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-6-methylisoquinoline-1,5-diamine. MS Found: (ESI pos. ion) m/z 525 (M+H+).

後処理

  1. additionwas added
  2. customSolvent was removed under vacuum
  3. customthe product was purified by flash chromatography
  4. washeluting with MeOH/DCM (1-5%)

出典と根拠

ORDレコード
ord-f9900f46dbbd4efc822e74401859a9bf
出典データセット
uspto-grants-2013_10
特許番号
US08557830B2

関連ノート

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