4-(Pyrrolidin-1-ylmethyl)aniline → 1-{6-Chloro-4-[4-(pyrrolidin-1-ylmethyl)phenylamino]-1,5-naphthyridin-3-yl}ethanone

HRID 526212

反応式

HRID 526212 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([Cl:12])[N:10]=2)[N:5]=[CH:4][C:3]=1[C:13](=[O:15])[CH3:14].[N:16]1([CH2:21][C:22]2[CH:28]=[CH:27][C:25]([NH2:26])=[CH:24][CH:23]=2)[CH2:20][CH2:19][CH2:18][CH2:17]1>>[Cl:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]([C:13](=[O:15])[CH3:14])=[C:2]2[NH:26][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:28][CH:27]=1

参加物

3

実験手順

Following general procedure I, 1-(4,6-dichloro-1,5-naphthyridin-3-yl)ethanone (200 mg, 0.83 mmol) was reacted with 4-(pyrrolidin-1-ylmethyl)aniline (310 mg, 1.24 mmol) to afford the desired product (78 mg, 25%) as a brown-orange solid: 1H NMR (300 MHz, CDCl3) δ 11.06 (s, 1H), 9.03 (s, 1H), 8.15 (d, J=8.7 Hz, 1H), 7.50 (d, J=8.7 Hz, 1H), 7.41 (d, J=8.3 Hz, 2H), 7.13 (d, J=8.3 Hz, 2H), 3.85 (br s, 2H), 2.80 (br s, 4H), 2.60 (s, 3H), 1.92 (br s, 4H); ESI MS m/z 381 [M+H]+

出典と根拠

ORDレコード
ord-b5dac5f10b784550bbbb2d6dce840ef7
出典データセット
uspto-grants-2016_05
特許番号
US09345709B2

関連ノート

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