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

HRID 1469789노트

반응식

HRID 1469789 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  1. customThe title compound was prepared

출처 및 근거

ORD 기록
ord-0fd3e6b8883b4fb48c5c8a652c059998
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006257B2

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