Bromoacetic Acid → HCID 54489760, compound

HRID 596599Notes

Reaction equation

HRID 596599 reaction equation
[H-].[Na+].[O:3]([CH2:10][CH2:11][NH:12][C:13]([C:15]1[NH:16][C:17](=[O:33])[C:18]2[C:19]([N:32]=1)=[N:20][C:21]1[C:26]([CH:27]=2)=[CH:25][C:24]([O:28][CH3:29])=[C:23]([O:30][CH3:31])[CH:22]=1)=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH2:35][C:36]([OH:38])=[O:37]>CN(C)C=O>[O:3]([CH2:10][CH2:11][NH:12][C:13]([C:15]1[N:16]([CH2:35][C:36]([OH:38])=[O:37])[C:17](=[O:33])[C:18]2[C:19]([N:32]=1)=[N:20][C:21]1[C:26]([CH:27]=2)=[CH:25][C:24]([O:28][CH3:29])=[C:23]([O:30][CH3:31])[CH:22]=1)=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 6227Bromoacetic AcidHCID 24758Sodium hydrideHCID 136447395HCID 136447395, compound

Product 1

HCID 54489760HCID 54489760, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of sodium hydride (0.22 g., 4.6 mM of 50%); N-(2-phenoxyethyl) 7,8-dimethoxypyrimido[4,5-b]quinolin-4(3H)-one-2-carboxamide (1.0 g., 2.2 mM); bromoacetic acid (0.319 g., 2.3 mM) and N,N-dimethylformamide (50 ml.) is refluxed for 6 hours and then cooled to room temperature. The precipitate which forms is separated by filtration and dried under vacuum to give 0.476 g. (43%) of product; m.p. 310°-315° C.

Workup

  1. customThe precipitate which forms is separated by filtration
  2. customdried under vacuum
  3. customto give 0.476 g

Sources & evidence

ORD record
ord-29473d4bccbd451bb19e975db805cc03
Source dataset
uspto-grants-1977_03
Patent number
US04011324

Reaction notes

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