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
반응식
[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]참가 물질
반응물 4
생성물 1
실험 절차
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).
후처리
- customThe solution was used directly for HPLC purification
- additionThe fractions containing the pure product
- concentrationwere concentrated in vacuo
출처 및 근거
- ORD 기록
- ord-157efb0f245a4898ac05bb1162e58d46
- 출처 데이터셋
- uspto-grants-2011_09
- 특허 번호
- US08022206B2
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