Dimethyl Sulfide → HCID 68506720, compound

HRID 1714067Notes

Reaction equation

HRID 1714067 reaction equation
[CH:1]1([C:7]2[C:15]3[CH:14]=[CH:13][C:12]([C:16]([O:18][CH3:19])=[O:17])=[CH:11][C:10]=3[N:9]3[CH2:20][C:21](=O)[N:22]([CH2:29][CH2:30][N:31]([CH3:33])[CH3:32])[CH2:23][C:24]4[CH:28]=[CH:27][O:26][C:25]=4[C:8]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(C)C>C1COCC1>[CH:1]1([C:7]2[C:15]3[CH:14]=[CH:13][C:12]([C:16]([O:18][CH3:19])=[O:17])=[CH:11][C:10]=3[N:9]3[CH2:20][CH2:21][N:22]([CH2:29][CH2:30][N:31]([CH3:32])[CH3:33])[CH2:23][C:24]4[CH:28]=[CH:27][O:26][C:25]=4[C:8]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 1068Dimethyl SulfideHCID 68507566HCID 68507566, compound

Product 1

HCID 68506720HCID 68506720, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 13-cyclohexyl-5-[2-(dimethylamino)ethyl]-6-oxo-4,5,6,7-tetra hydrofuro[3′,2′:6,7][1,4]diazocino[1,8-a]indole-10-carboxylate in THF (0.08 M), 10 eq of BH3.Me2S (2 M sol. in THF) were added and the mixture was stirred at RT for 2 h. The solution was carefully quenched by adding 1.25 M HCl in MeOH until effervescence subsided. Then the volatiles were driven off by boiling the mixture to dryness. The crude residue was used directly in the next step; MS (ES+) m/z 450 (M+H)+.

Workup

  1. customThe solution was carefully quenched
  2. additionby adding 1.25 M HCl in MeOH until effervescence

Sources & evidence

ORD record
ord-7fc3fa26ae8c44ca9c9a01d5fe7bff8f
Source dataset
uspto-grants-2010_09
Patent number
US07795247B2

Reaction notes

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