Methanol → HCID 68505232, compound

HRID 1713994Notes

Reaction equation

HRID 1713994 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:34]([O:36][CH3:37])=[O:35])=[CH:12][C:13]=3[N:14]3[CH2:21][C:20](=O)[N:19]([CH2:23][CH2:24][N:25]([CH3:27])[CH3:26])[CH2:18][C:17]4[CH:28]=[C:29]([O:32][CH3:33])[CH:30]=[CH:31][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CO>C1COCC1>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:34]([O:36][CH3:37])=[O:35])=[CH:12][C:13]=3[N:14]3[CH2:21][CH2:20][N:19]([CH2:23][CH2:24][N:25]([CH3:26])[CH3:27])[CH2:18][C:17]4[CH:28]=[C:29]([O:32][CH3:33])[CH:30]=[CH:31][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 887MethanolHCID 68508802HCID 68508802, compound

Product 1

HCID 68505232HCID 68505232, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of methyl 14-cyclohexyl-6-[2-(dimethylamino)ethyl]-3-methoxy-7-oxo-5,6,7,8-tetrahydroindolo[2,1-a][2,5]benzodiazocine-11-carboxylate (prepared in an analogous fashion to that described in Example 1) in THF (0.06 M), BH3Me2S (20 eq, 2 M solution in THF) was dropwise and the solution stirred at RT for 3 h. MeOH was added carefully to the mixture until effervescence ceased, then the volatiles were removed in vacuo. The crude residue was not isolated and directly used in the next step; MS (ES+) m/z 490 (M+H)+.

Workup

  1. customthe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-b3e2e7e1b60246abaa56a894965f6540
Source dataset
uspto-grants-2010_09
Patent number
US07795247B2

Reaction notes

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