1,2-Dimethoxyethane → HCID 57600173, compound

HRID 1664531Notes

Reaction equation

HRID 1664531 reaction equation
Br[C:2]1[N:10]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[C:9]2[C:8](=[O:20])[N:7]3[C:21]([CH3:24])=[N:22][N:23]=[C:6]3[N:5]([CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:4]=2[N:3]=1.[CH3:30][S:31]C.[Na].C(COC)OC>>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:10]2[C:9]3[C:8](=[O:20])[N:7]4[C:21]([CH3:24])=[N:22][N:23]=[C:6]4[N:5]([CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C:4]=3[N:3]=[C:2]2[S:31][CH3:30])=[CH:13][CH:14]=1

Participants

4

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 57600158HCID 57600158, compoundHCID 86593196Sodium methylsulfide

Product 1

HCID 57600173HCID 57600173, compoundYield 79.5%

Procedure

A mixture of 7-bromo-6-(4-methoxybenzyl)-3-methyl-9-pentyl-6,9-dihydro-5h-[1,2,4]triazolo[4,3-a]purin-5-one (271 mg, 0.6 mmol) and sodium methyl sulfide (45.5 mg, 0.65 mmol) in dimethoxyethane (13.4 ml, 129 mmol) was refluxed for 2 h. The reaction was quenched with water. The solid formed was filtered and dried to yield the desired product (200 mg, 79.5%). LCMS calculated for C21H27N6O2S (M+H): 427.2. found 427.2.

Workup

  1. temperaturewas refluxed for 2 h
  2. customThe reaction was quenched with water
  3. customThe solid formed
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-4a75ae27c68f4e09b31abcb4d0669100
Source dataset
uspto-grants-2011_10
Patent number
US08039478B2

Reaction notes

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