O-(cyclopropylmethyl)hydroxylamine hydrochloride → 6-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3-(3-oxo-3-pyrrolidin-1-yl-propyl)-3H-benzoimidazole-5-carboxylic acid cyclopropylmethoxy-amide

反応式

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]([C:28](O)=[O:29])=[CH:11][C:12]3[N:16]([CH2:17][CH2:18][C:19](=[O:25])[N:20]4[CH2:24][CH2:23][CH2:22][CH2:21]4)[CH:15]=[N:14][C:13]=3[C:26]=2[F:27])=[C:4]([Cl:31])[CH:3]=1.Cl.[CH:33]1([CH2:36][O:37][NH2:38])[CH2:35][CH2:34]1>>[CH:33]1([CH2:36][O:37][NH:38][C:28]([C:10]2[C:9]([NH:8][C:5]3[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=3[Cl:31])=[C:26]([F:27])[C:13]3[N:14]=[CH:15][N:16]([CH2:17][CH2:18][C:19](=[O:25])[N:20]4[CH2:24][CH2:23][CH2:22][CH2:21]4)[C:12]=3[CH:11]=2)=[O:29])[CH2:35][CH2:34]1

参加物

反応物 2

HCID 11557279O-(cyclopropylmethyl)hydroxylamine hydrochloride

HCID 211142056-(4-bromo-2-chloro-phenylamino)-7-fluoro-3-(3-oxo-3-pyrrolidin-1-yl-propyl)-3H-benzoimidazole-5-carboxylic acid

生成物 1

HCID 113422276-(4-Bromo-2-chloro-phenylamino)-7-fluoro-3-(3-oxo-3-pyrrolidin-1-yl-propyl)-3H-benzoimidazole-5-carboxylic acid cyclopropylmethoxy-amide

実験手順

The title compound is prepared from 6-(4-bromo-2-chloro-phenylamino)-7-fluoro-3-(3-oxo-3-pyrrolidin-1-yl-propyl)-3H-benzoimidazole-5-carboxylic acid and O-cyclopropylmethyl-hydroxylamine hydrochloride by the standard coupling procedure described in Step A: MS APCI (+) m/z 578, 580 (M+, Br pattern) detected; 1H NMR (400 MHz, DMSO-d6) δ 11.66 (s, 1H), 8.42 (s, 1H), 8.01 (s, 1H), 7.76 (s, 1H), 7.62 (s, 1H), 7.28 (d, 1H), 6.39 (890 m, 1H), 4.52 (t, 2H), 3.66 (d, 2H), 3.33 (t, 2H), 3.28 (t, 2H), 2.89 (t, 2H), 1.83 (m, 2H), 1.76 (m, 2H), 1.06 (m, 1H), 0.49 (m, 1H), 0.22 (m, 2H); 19F NMR (376 MHz, DMSO-d6)−132.94 (s, 1F).

出典と根拠

ORDレコード: ord-a5ca4e9a016248338f4fc1674caf478a
出典データセット: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07842816B2

反応ノート

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