Dimethylformamide → [7-[(R)-1-(2,6-Dichloro-3-fluorophenyl)-ethoxy]-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-furo[3,2-c]pyridin-6-yl]-methylamine
反応式
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[C@H:10]([O:12][C:13]1[C:14]2[O:22][CH:21]=[C:20]([C:23]3CCNCC=3)[C:15]=2[CH:16]=[N:17][C:18]=1N)[CH3:11].CI.C[CH2:32][N:33]([CH:37]([CH3:39])C)[CH:34]([CH3:36])C.[CH3:40][N:41](C=O)C>>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[C@H:10]([O:12][C:13]1[C:14]2[O:22][CH:21]=[C:20]([C:23]3[CH2:39][CH2:37][N:33]([CH3:32])[CH2:34][CH:36]=3)[C:15]=2[CH:16]=[N:17][C:18]=1[NH:41][CH3:40])[CH3:11]参加物
反応物 4
生成物 1
実験手順
A mixture of 7-[(R)-1-(2,6-dichloro-3-fluorophenyl)-ethoxy]-3-(1,2,3,6-tetrahydropyridin-4-yl)-furo[3,2-c]pyridin-6-ylamine (10.0 mg, 0.0237 mmol), methyl iodide (6.72 mg, 0.0474 mmol), DIPEA (0.02 mL, 0.1 mmol), and DMF (0.5 mL) was stirred at rt for 20 min. The solution was used directly for HPLC purification. The fractions containing the pure product were concentrated in vacuo to afford the title compound as a brown solid. 1H NMR (CDCl3, 400 MHz): δ=1.88 (d, J=6.6 Hz, 3H), 2.90 (d, J=6.3 Hz, 2H), 3.50 (br, s, 6H), 3.99 (br, s, 2H), 4.31 (br, s, 2H), 4.87 (br, s, 1H), 6.17 (br, s, 1H), 6.51 (d, J=6.8 Hz, 1H), 7.06 (t, J=8.5 Hz, 1H), 7.28-7.34 (m, 1H), 7.51 (s, 1H), 8.19 (br, s, 1H). MS (ES+): m/z 450.05 [MH+]. HPLC: tR=2.55 min (ZQ3, polar—5 min).
後処理
- customThe solution was used directly for HPLC purification
- additionThe fractions containing the pure product
- concentrationwere concentrated in vacuo
出典と根拠
- ORDレコード
- ord-157efb0f245a4898ac05bb1162e58d46
- 出典データセット
- uspto-grants-2011_09
- 特許番号
- US08022206B2
反応ノート
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