Methyl 3-bromopropanoate → HCID 22479276, compound

HRID 1392189Notes

Reaction equation

HRID 1392189 reaction equation
[Br:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][C:7]23[C:15](=[O:16])[N:14]([C:17]4[CH:22]=[C:21]([Cl:23])[N:20]=[C:19]([Cl:24])[CH:18]=4)[C:13](=[O:25])[N:12]2[NH:11][CH2:10][CH2:9][CH2:8]3)=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.Br[CH2:38][CH2:39][C:40]([O:42][CH3:43])=[O:41]>>[Br:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][C:7]23[C:15](=[O:16])[N:14]([C:17]4[CH:22]=[C:21]([Cl:23])[N:20]=[C:19]([Cl:24])[CH:18]=4)[C:13](=[O:25])[N:12]2[N:11]([CH2:38][CH2:39][C:40]([O:42][CH3:43])=[O:41])[CH2:10][CH2:9][CH2:8]3)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 76934Methyl 3-bromopropanoateHCID 81531DiisopropylethylamineHCID 22479146HCID 22479146, compound

Product 1

HCID 22479276HCID 22479276, compound

Procedure

The compound from Example 100 (80 mg) was dissolved in methyl 3-bromopropanoate (0.5 mL) and DIEA (0.089 mL) and heated at 73° C. for 3 days. The reaction mixture was concentrated and purified by chromatography (silica gel; EtOAc/hexanes; chromatotron) to give the titled compound (38 mg). MS (m/z) 557 (MH+); mp. 157° C.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by chromatography (silica gel; EtOAc/hexanes; chromatotron)

Sources & evidence

ORD record
ord-e1193bd8352d481a9d5b61bdac697c39
Source dataset
uspto-grants-2008_03
Patent number
US07342012B2

Reaction notes

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