2-Bromoethyl methyl ether → HCID 10287167, compound

HRID 730274Notes

Reaction equation

HRID 730274 reaction equation
[CH3:1][O:2][CH2:3][CH2:4]Br.[C:6]([C:10]1[CH:15]=[CH:14][C:13](/[CH:16]=[CH:17]/[C:18]([NH:20][C:21]2[CH:22]=[C:23]3[C:27](=[CH:28][CH:29]=2)[NH:26][CH:25]=[CH:24]3)=[O:19])=[CH:12][CH:11]=1)([CH3:9])([CH3:8])[CH3:7]>>[C:6]([C:10]1[CH:11]=[CH:12][C:13](/[CH:16]=[CH:17]/[C:18]([NH:20][C:21]2[CH:22]=[C:23]3[C:27](=[CH:28][CH:29]=2)[N:26]([CH2:4][CH2:3][O:2][CH3:1])[CH:25]=[CH:24]3)=[O:19])=[CH:14][CH:15]=1)([CH3:9])([CH3:7])[CH3:8]

Participants

3

Reactant 2

HCID 809722-Bromoethyl methyl etherHCID 57807878HCID 57807878, compound

Product 1

HCID 10287167HCID 10287167, compound

Procedure

Analogous to the procedure used to prepare Example 70, 2-bromoethyl methyl ether (140 mg, 1.0 mmol, Aldrich) and (2E)-3-[4-(tert-butyl)phenyl]-N-indol-5-ylprop-2-enamide, Example 161, (320 mg, 0.01 mmol) provided, after purification by silica gel chromatography (65:35 hexane:EtOAc), the title compound as a pale yellow solid. MP 138° C. MS (ESI, pos. ion) m/z: 377 (M+1).

Workup

  1. customprovided
  2. customafter purification by silica gel chromatography (65:35 hexane:EtOAc)

Sources & evidence

ORD record
ord-2a6ccb7b3ec8438a95f52fc0bc3483c9
Source dataset
uspto-grants-2009_09
Patent number
US07582657B2

Reaction notes

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