Acetyl chloride → HCID 59587162, compound

HRID 884491Notes

Reaction equation

HRID 884491 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH2:5]([O:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]([CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[C:18](=[O:29])[N:17]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[C:33]([O:39][CH3:40])[CH:32]=1)[C:16]2=[O:41])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CCN(CC)CC>C(Cl)Cl>[C:1]([N:26]1[CH2:27][CH2:28][CH:23]([N:19]2[C:20]3[C:15](=[CH:14][C:13]([O:12][CH2:5][C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=4)=[CH:22][CH:21]=3)[C:16](=[O:41])[N:17]([CH2:30][C:31]3[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[C:33]([O:39][CH3:40])[CH:32]=3)[C:18]2=[O:29])[CH2:24][CH2:25]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 66603393HCID 66603393, compound

Product 1

HCID 59587162HCID 59587162, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

0.14 g of acetyl chloride is added to a mixture of 0.6 g of 6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-1-(piperidin-4-yl)quinazoline-2,4(1H,3H)-dione obtained according to stage 1.6 and 0.24 g of NEt3 in 10 ml of DCM cooled to 0° C. The mixture is stirred at AT overnight. It is washed twice with a saturated NH4Cl solution and filtered, and then the filtrate is evaporated under reduced pressure to give 0.64 g of the expected product.

Workup

  1. customobtained
  2. washIt is washed twice with a saturated NH4Cl solution
  3. filtrationfiltered
  4. customthe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-d2d40ef97450482f8c7368c447cffc5e
Source dataset
uspto-grants-2012_08
Patent number
US08242126B2

Reaction notes

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