Ethyl bromoacetate → HCID 15085549, compound

HRID 1198926Notes

Reaction equation

HRID 1198926 reaction equation
[CH2:1]([N:7]1[C:12](=[O:13])[C:11]2[C:14]3[CH2:20][CH2:19][CH2:18][CH2:17][C:15]=3[S:16][C:10]=2[NH:9][C:8]1=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[H-].[Na+].Br[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27]>C(Cl)(Cl)Cl>[CH2:29]([O:28][C:26]([CH2:25][N:9]1[C:10]2[S:16][C:15]3[CH2:17][CH2:18][CH2:19][CH2:20][C:14]=3[C:11]=2[C:12](=[O:13])[N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[C:8]1=[O:21])=[O:27])[CH3:30]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 150855483-hexyl-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-2,4(1H,3H)-dione

Product 1

HCID 15085549HCID 15085549, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A 1.2 g quantity of 3-hexyl-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-2,4(1H,3H)-dione (Compound III-9), 0.14 g of 50% sodium hydride and 1.0 g of ethyl bromoacetate were allowed to react with each other in the same manner as in Reference Example 5. The residue obtained by concentration was subjected to silica gel column chromatography using chloroform as an eluent. Then 1.2 g of 1-ethoxycarbonylmethyl-3-hexyl-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-2,4(1H,3H)-dione was obtained in a yield of 77%.

Workup

  1. customto react with each other in the same manner as in Reference Example 5
  2. customThe residue obtained by concentration

Sources & evidence

ORD record
ord-e000a273b0bd4e60bed94c08ce97ff17
Source dataset
uspto-grants-1990_02
Patent number
US04898867

Reaction notes

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