2-Furancarbonyl chloride → HCID 18924894, compound

HRID 1288837Notes

Reaction equation

HRID 1288837 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][NH:19][C@H:18]([C:22]([NH:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:17]2)[N:3]=1.[O:29]1[CH:33]=[CH:32][CH:31]=[C:30]1[C:34](Cl)=[O:35]>C1COCC1>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:21][CH2:20][NH:19][CH:18]([C:22]([NH:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH:17]2[C:34]([CH:30]2[CH2:31][CH2:32][CH2:33][O:29]2)=[O:35])[N:3]=1

Participants

4

Reactant 2

HCID 682422-Furancarbonyl chlorideHCID 10739024HCID 10739024, compound

Product 1

HCID 18924894HCID 18924894, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of (S)-1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-3-(1,1-dimethylethylamino)carbonyl piperazine (133.2 mg, 0.3429 mmol) was treated with 2-furoyl chloride in dry 1.0 mL THF (14 h). The reaction mixture was concentrated in vacuo and submitted to PCTLC (SiO2, 2 mm, 0-10% CH3OH/CH2 Cl2) providing the desired amide.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-a2baf15453eb43bca3156b27c14e6ad7
Source dataset
uspto-grants-1998_05
Patent number
US05747490

Reaction notes

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