alpha-Bromoisobutyrate → Tert-butyl 2-[(3-cyano-5-fluorobenzyl)amino]-2-methylpropanoate

反応式

[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:6]#[N:7].Br[C:13]([CH3:18])([CH3:17])[C:14]([O-:16])=[O:15]>>[C:6]([C:5]1[CH:4]=[C:3]([CH:10]=[C:9]([F:11])[CH:8]=1)[CH2:2][NH:1][C:13]([CH3:18])([CH3:17])[C:14]([O:16][C:3]([CH3:4])([CH3:10])[CH3:2])=[O:15])#[N:7]

参加物

反応物 2

HCID 6993926alpha-Bromoisobutyrate

HCID 666526093-(Aminomethyl)-5-fluorobenzonitrile

生成物 1

HCID 66652557Tert-butyl 2-[(3-cyano-5-fluorobenzyl)amino]-2-methylpropanoate収率 91%

実験手順

The title compound was prepared following the general procedure 11, starting from 3-(aminomethyl)-5-fluorobenzonitrile and 2-bromoisobutyrate, affording the title compound as a light yellow liquid (5 g, 91%). 1H NMR (DMSO-d6, 400 MHz): δ 7.67 (d, J=7 Hz, 2H), 7.57 (d, J=9.5 Hz, 1H), 3.67 (d, 2H), 2.67 (t, 1H), 1.40 (s, 9H), 1.19 (s, 6H). LC/MS (Method A) 293.2 (M+H)+. HPLC (Method A) Rt: 2.29 min (Purity: 99.7%).

後処理

customThe title compound was prepared

出典と根拠

ORDレコード: ord-a6901dcfc0864729a05ea919216d5a5c
出典データセット: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09029405B2

反応ノート

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