Pivaloyl chloride → Methyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoate

HRID 1469789ノート

反応式

HRID 1469789 の反応式
[NH2:1][CH2:2][C:3]1[C:4]([F:14])=[CH:5][C:6]([Cl:13])=[C:7]([CH:12]=1)[C:8]([O:10][CH3:11])=[O:9].CCN(C(C)C)C(C)C.[C:24](Cl)(=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26]>C(Cl)Cl>[Cl:13][C:6]1[CH:5]=[C:4]([F:14])[C:3]([CH2:2][NH:1][C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

参加物

5

反応物 3

HCID 62493Pivaloyl chlorideHCID 81531DiisopropylethylamineHCID 86692267Methyl 5-(aminomethyl)-2-chloro-4-fluorobenzoate

生成物 1

HCID 86692266Methyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoate収率 99.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The title compound was prepared following the procedure described in step-2 of Intermediate-2 using methyl 5-(aminomethyl)-2-chloro-4-fluorobenzoate (180 mg, 0.83 mmol), DIPEA (321 mg, 2.49 mmol) and pivaloyl chloride (120 mg, 1.0 mmol) in CH2Cl2 (5 mL) to afford 250 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 8.16 (t, 1H), 7.73 (d, J=6.9 Hz, 1H), 7.58-7.54 (d, J=10.2 Hz, 1H), 4.26-4.24 (d, J=5.7 Hz, 2H), 3.83 (s, 3H), 1.11 (s, 9H).

後処理

  1. customThe title compound was prepared

出典と根拠

ORDレコード
ord-0fd3e6b8883b4fb48c5c8a652c059998
出典データセット
uspto-grants-2015_04
特許番号
US09006257B2

反応ノート

読み込み中…