tert-Butyl bromoacetate → HCID 66652590, compound

HRID 572557Notes

Reaction equation

HRID 572557 reaction equation
[CH3:1][NH:2][CH:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)[CH3:4].Br[CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>>[C:9]([C:8]1[CH:11]=[CH:12][C:5]([CH:3]([N:2]([CH3:1])[CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH3:4])=[CH:6][CH:7]=1)#[N:10]

Participants

3

Reactant 2

HCID 79177tert-Butyl bromoacetateHCID 16781587HCID 16781587, compound

Product 1

HCID 66652590HCID 66652590, compound

Procedure

The title compound was prepared following the general procedure 11 starting from 4-[1-(methylamino)ethyl]benzonitrile and tert-butyl bromoacetate. It was isolated as a colorless oil. 1H NMR (DMSO-d6, 300 MHz) δ 7.79 (d, J=8.4 Hz, 2H), 7.54 (d, J=8.2 Hz, 2H), 3.89 (q, J=6.7 Hz, 1H), 3.27 (d, J=16.7 Hz, 1H), 3.07 (d, J=16.7 Hz, 1H), 2.21 (s, 3H), 1.41 (s, 9H), 1.26 (d, J=6.8 Hz, 3H). HPLC (Method A) Rt 2.83 min (Purity: 96.8%).

Workup

  1. customIt was isolated as a colorless oil

Sources & evidence

ORD record
ord-0a1a82e9db47440c998ebcc0b64bb0ca
Source dataset
uspto-grants-2015_05
Patent number
US09029405B2

Reaction notes

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