2-Propanethiol → HCID 18366576, compound

HRID 379592Notes

Reaction equation

HRID 379592 reaction equation
Br[C:2]1[C:10]2[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:5]=2[S:4][C:3]=1[C:18]([C:20]1[N:24]([CH3:25])[C:23]2[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=2[N:21]=1)=[O:19].[H-].[Na+].[CH3:32][CH:33]([SH:35])[CH3:34]>O1CCCC1>[CH3:12][N:8]1[C:9](=[O:11])[C:10]2[C:2]([S:35][CH:33]([CH3:34])[CH3:32])=[C:3]([C:18]([C:20]3[N:24]([CH3:25])[C:23]4[CH:26]=[CH:27][CH:28]=[CH:29][C:22]=4[N:21]=3)=[O:19])[S:4][C:5]=2[N:6]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:7]1=[O:13]

Participants

5

Reactant 3

HCID 63642-PropanethiolHCID 24758Sodium hydrideHCID 18366609HCID 18366609, compound

Product 1

HCID 18366576HCID 18366576, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared according to the method described in Example 37 step d from 5-bromo-3-methyl-6-[(1-methyl-1H-benzimidazol-2-yl)carbonyl]-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (1.2 g), sodium hydride (0.12 g) and 2-propanethiol (0.26 ml) in dry tetrahydrofuran (150 ml) with stirring at room temperature for 19 hours. The residue was purified by flash silica chromatography eluting with a gradient of 20-50% ethyl acetate in isohexane to give the title compound as a yellow solid (0.92 g).

Workup

  1. customPrepared
  2. customThe residue was purified by flash silica chromatography
  3. washeluting with a gradient of 20-50% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-bdea45d7876b4128bb1986945b4ca4d5
Source dataset
uspto-grants-2001_10
Patent number
US06300334B1

Reaction notes

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