Triethylamine → HCID 66601644, compound

HRID 1615474Notes

Reaction equation

HRID 1615474 reaction equation
[Cl:1][C:2]1[C:3]([C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=3)=[C:20]([O:32][CH3:33])[CH:19]=2)=[C:4]2[N:9]([C:10]=1[CH:11]1[CH2:16][CH2:15][CH2:14][NH:13][CH2:12]1)[N:8]=[CH:7][N:6]=[C:5]2[NH2:17].C(N(CC)CC)C.[C:41](Cl)(=[O:44])[CH:42]=[CH2:43]>C(Cl)Cl>[NH2:17][C:5]1[C:4]2=[C:3]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=4)=[C:20]([O:32][CH3:33])[CH:19]=3)[C:2]([Cl:1])=[C:10]([CH:11]3[CH2:16][CH2:15][CH2:14][N:13]([C:41](=[O:44])[CH:42]=[CH2:43])[CH2:12]3)[N:9]2[N:8]=[CH:7][N:6]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 66614357HCID 66614357, compound

Product 1

HCID 66601644HCID 66601644, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

The compound (27.6 mg, 0.057 mmol) prepared in Example 31 was taken up in 1 mL DCM (dry) under argon and triethylamine (23.8 μl, 0.171 mmole) was added. The reaction was cooled to −10° C. and the acryloyl chloride (4.17 μl, 0.051 mmole) was added via syringe slowly. The reaction quenched with methanol and solvent removed under vacuum. The title compound (10.5 mg) having the following data was isolated by prep-HPLC.

Workup

  1. customThe reaction quenched with methanol and solvent
  2. customremoved under vacuum
  3. customwas isolated by prep-HPLC

Sources & evidence

ORD record
ord-e9d3f25c20de45c7b146303e05d677fb
Source dataset
uspto-grants-2014_07
Patent number
US08765754B2

Reaction notes

Loading…