3-(Pyridin-3-yl)propanoic acid → (R)-1-(2-(((4-amino-2,2-dioxido-1H-benzo[c][1,2,6]thiadiazin-5-yl)oxy)methyl)piperidin-1-yl)-3-(pyridin-3-yl)propan-1-one

HRID 2280147

反応式

HRID 2280147 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][C:9]([OH:11])=O)[CH:2]=1.Cl.[NH2:13][C:14]1[C:15]2[C:25]([O:26][CH2:27][C@H:28]3[CH2:33][CH2:32][CH2:31][CH2:30][NH2+:29]3)=[CH:24][CH:23]=[CH:22][C:16]=2[NH:17][S:18](=[O:21])(=[O:20])[N:19]=1>>[NH2:13][C:14]1[C:15]2[C:25]([O:26][CH2:27][C@H:28]3[CH2:33][CH2:32][CH2:31][CH2:30][N:29]3[C:9](=[O:11])[CH2:8][CH2:7][C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)=[CH:24][CH:23]=[CH:22][C:16]=2[NH:17][S:18](=[O:20])(=[O:21])[N:19]=1

参加物

3

反応物 2

HCID 2596243-(Pyridin-3-yl)propanoic acidHCID 86714283(R)-2-(((4-amino-2,2-dioxido-1H-benzo[c][1,2,6]thiadiazin-5-yl)oxy)methyl)piperidinium hydrochloride

生成物 1

HCID 73213802(R)-1-(2-(((4-amino-2,2-dioxido-1H-benzo[c][1,2,6]thiadiazin-5-yl)oxy)methyl)piperidin-1-yl)-3-(pyridin-3-yl)propan-1-one収率 27.1%

実験手順

Prepared as in Example 15 from 3-(pyridine-3-yl)propanoic acid and (R)-4-amino-5-(piperidin-2-ylmethoxy)-1H-benzo[c][1,2,6]thiadiazine 2,2-dioxide hydrochloride (Example 15a) in 27.1% yield. 1H NMR (DMSO-d6, 400 MHz, 60° C.): 1.20-1.40 (m, 1H), 1.45-1.67 (m, 4H), 1.74 (m, 1H), 2.68 (m, 2H), 2.86 (m, 2H), 3.17 (s, 1H), 3.76 (br s, 1H), 4.17 (br s, 1H), 4.45 (t, J=9.6 Hz, 1H), 5.13 (br s, 1H), 6.63 (d, J=8.0 Hz, 1H), 6.82 (d, J=8.0 Hz, 1H), 7.24 (m, 1H), 7.43 (t, J=8.0 Hz, 1H), 7.64 (m, 1H), 7.74 (br s, 1H), 8.07 (br s, 1H), 8.36 (m, 1H), 8.46 (s, 1H), 10.74 (s, 1H). (444 MH+).

出典と根拠

ORDレコード
ord-54b7a30a821446ffbcd7f6a20d7a972d
出典データセット
uspto-grants-2015_09
特許番号
US09138013B2

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