Chlorosuccinimide → Tert-butyl 3-chloro-4-(4-methylpiperazin-1-yl)benzylcarbamate

HRID 1819679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1819679
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:22]=[CH:21][C:11]([CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.C1C(=O)N([Cl:30])C(=O)C1>C(Cl)Cl>[Cl:30][C:22]1[CH:21]=[C:11]([CH:10]=[CH:9][C:8]=1[N:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]1)[CH2:12][NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:17])[CH3:18]

Komponenten

4

Edukt 2

HCID 31398ChlorosuccinimideHCID 69062408tert-Butyl 4-(4-methylpiperazin-1-yl)benzylcarbamate

Produkt 1

HCID 69058940Tert-butyl 3-chloro-4-(4-methylpiperazin-1-yl)benzylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Step F (2): To a solution of tert-butyl 4-(4-methylpiperazin-1-yl)benzylcarbamate (30 mg, 0.1 mmol) from step F (1) in CH2Cl2 (1.0 mL) was added NCS (14 mg, 0.1 mmol). The mixture was stirred at rt for 4 h, and then the mixture was concentrated to give tert-butyl 3-chloro-4-(4-methylpiperazin-1-yl)benzylcarbamate which was used without purification in the next step. LC-MS (M+H)+=340.29 1H-NMR (500 MHz, CD3OD) δ 7.30 (s, 1 H), 7.18 (d, J=8.24 Hz, 1 H), 7.10 (d, J=8.24 Hz, 1 H), 4.16 (s, 2 H), 3.00-3.15 (m, 4 H), 2.62-2.81 (m, 7 H), 1.50(s, 9 H).

Aufarbeitung

  1. concentrationthe mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8d3248995636423dbedb4423722a3619
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07601751B2

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