1-Methyl-1H-benzimidazol-6-amine → [7-(3-Cyclopropylmethanesulfonyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(3-methyl-3H-benzimidazol-5-yl)-amine

HRID 1262377

反応式

HRID 1262377 の反応式
[CH:1]1([CH2:4][S:5]([C:8]2[CH:9]=[C:10]([C:14]3[N:22]4[C:17]([CH:18]=[N:19][C:20](SC)=[N:21]4)=[CH:16][CH:15]=3)[CH:11]=[CH:12][CH:13]=2)(=[O:7])=[O:6])[CH2:3][CH2:2]1.[CH3:25][N:26]1[C:30]2[CH:31]=[C:32]([NH2:35])[CH:33]=[CH:34][C:29]=2[N:28]=[CH:27]1>>[CH:1]1([CH2:4][S:5]([C:8]2[CH:9]=[C:10]([C:14]3[N:22]4[C:17]([CH:18]=[N:19][C:20]([NH:35][C:32]5[CH:33]=[CH:34][C:29]6[N:28]=[CH:27][N:26]([CH3:25])[C:30]=6[CH:31]=5)=[N:21]4)=[CH:16][CH:15]=3)[CH:11]=[CH:12][CH:13]=2)(=[O:7])=[O:6])[CH2:3][CH2:2]1

参加物

3

反応物 2

HCID 136802831-Methyl-1H-benzimidazol-6-amineHCID 667121477-(3-Cyclopropylmethanesulfonyl-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine

生成物 1

HCID 66712645[7-(3-Cyclopropylmethanesulfonyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(3-methyl-3H-benzimidazol-5-yl)-amine

実験手順

Following the synthetic and purification procedures described in Example 1293d, 7-(3-cyclopropylmethanesulfonyl-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (75 mg, 0.20 mmol) was coupled with 3-methyl-3H-benzimidazol-5-ylamine (50.0 mg, 0.340 mmol) at 105° C. for 90 h to afford the title compound. Yield of TFA salt: 25 mg (22%) of brown powder; LC/MS: 459 (M+H); HPLC: 97% pure, RT=2.49 min; 1H NMR: (DMSO, δ) 10.01 (s, 1H), 9.24 (s, 1H), 9.12 (s, 1H), 8.55 (m, 2H), 8.27 (s, 1H), 7.92 (d, J=7.8, 1H), 7.85 (t, J=7.8, 1H), 7.79 (d, J=9.0, 1H), 7.74 (d, J=9.0, 1H), 7.32 (d, J=4.7, 1H), 7.06 (d, J=4.7, 1H), 3.79 (s, 3H), 3.29 (d, J=7.0, 2H), 0.83 (m, 1H), 0.41 (m, 2H), 0.07 (m, 2H).

後処理

  1. custompurification procedures

出典と根拠

ORDレコード
ord-929700736b8c44c382f65b8904e80c5d
出典データセット
uspto-grants-2013_06
特許番号
US08471005B2

関連ノート

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