Methanol → HCID 68507967, compound

HRID 1713992Notes

Reaction equation

HRID 1713992 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:35]([O:37][CH3:38])=[O:36])=[CH:12][C:13]=3[N:14]3[CH2:21][C:20](=O)[N:19]([CH2:23][CH2:24][N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)[CH2:18][C:17]4[CH:31]=[CH:32][CH:33]=[CH:34][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:35]([O:37][CH3:38])=[O:36])=[CH:12][C:13]=3[N:14]3[CH2:21][CH2:20][N:19]([CH2:23][CH2:24][N:25]4[CH2:26][CH2:27][O:28][CH2:29][CH2:30]4)[CH2:18][C:17]4[CH:31]=[CH:32][CH:33]=[CH:34][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 887MethanolHCID 68505259HCID 68505259, compound

Product 1

HCID 68507967HCID 68507967, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of methyl 14-cyclohexyl-6-(2-morpholin-4-ylethyl)-7-oxo-5,6,7,8-tetrahydroindolo[2,1-a][2,5]benzodiazocine-11-carboxylate in THF (0.15 M), 20 eq of BH3Me2S (2 M solution in THF) was added dropwise and the solution stirred at RT for 2 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 502 (M+H)+.

Workup

  1. customthe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-dcf0035804ef4febbd2e1c107a99d9d6
Source dataset
uspto-grants-2010_09
Patent number
US07795247B2

Reaction notes

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