Dimethyl Sulfide → HCID 68505536, compound

HRID 1714064Notes

Reaction equation

HRID 1714064 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:38]([O:40][CH3:41])=[O:39])=[CH:12][C:13]=3[N:14]3[CH2:21][CH2:20][N:19]([CH2:22][C:23]([N:25]([CH3:33])[CH2:26][C:27]4[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=4)=O)[CH2:18][C:17]4[CH:34]=[CH:35][CH:36]=[CH:37][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(C)C>C1COCC1>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:38]([O:40][CH3:41])=[O:39])=[CH:12][C:13]=3[N:14]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][N:25]([CH3:33])[CH2:26][C:27]4[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=4)[CH2:18][C:17]4[CH:34]=[CH:35][CH:36]=[CH:37][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 1068Dimethyl SulfideHCID 68509324HCID 68509324, compound

Product 1

HCID 68505536HCID 68505536, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 14-cyclohexyl-6-{2-[methyl(pyridin-3-ylmethyl)amino]-2-oxoethyl}-5,6,7,8-tetrahydroindolo[2,1-a][2,5]benzodiazocine-11-carboxylate in THF (0.05 M), BH3.Me2S (20 eq, 2 M solution in THF) was added. The solution was stirred overnight at RT. The solution was carefully quenched by adding 1.25 N 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 537 (M+H)+.

Workup

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

Sources & evidence

ORD record
ord-f0b226a2f6c04009a414a4b964116ca8
Source dataset
uspto-grants-2010_09
Patent number
US07795247B2

Reaction notes

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