Diethyl Ether → HCID 66763604, compound

HRID 474396Notes

Reaction equation

HRID 474396 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:13]=[C:14]([CH:30]=[CH:31][CH:32]=1)[CH2:15][NH:16][C:17]1[C:26]2[C:21](=[C:22]([C:27]([NH2:29])=[O:28])[CH:23]=[CH:24][CH:25]=2)[N:20]=[CH:19][N:18]=1.C(N(CC)CC)C.CCOCC>C(Cl)Cl>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:11][C:12]2[CH:13]=[C:14]([CH:30]=[CH:31][CH:32]=2)[CH2:15][NH:16][C:17]2[C:26]3[C:21](=[C:22]([C:27]([NH2:29])=[O:28])[CH:23]=[CH:24][CH:25]=3)[N:20]=[CH:19][N:18]=2)=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 678794-Fluorobenzoyl chlorideHCID 66762688HCID 66762688, compound

Product 1

HCID 66763604HCID 66763604, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-fluorobenzoyl chloride (240 μL, 0.5 M in anhydrous DCM, 0.11 mmol, 1.1 equiv.) was added to a solution of 4-[(3-aminobenzyl)amino]quinazoline-8-carboxamide (32 mg, 0.1 mmol, 1.0 equiv.) and triethylamine (40 μL, 0.3 mmol, 3.0 equiv.) in anhydrous DCM (2 mL). The resulting mixture was stirred at it overnight. Ether (2 mL) was added. The precipitate was filtered, washed with ether and DCM to yield the title compound in 77% yield. Mass: M+H+: 416.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ether and DCM

Sources & evidence

ORD record
ord-6b8033b12e39461fa9003efc59e383eb
Source dataset
uspto-grants-2014_01
Patent number
US08637532B2

Reaction notes

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