Chlorotrimethylsilane → HCID 68923708, compound

HRID 1808134Notes

Reaction equation

HRID 1808134 reaction equation
[CH3:1][N:2]([CH3:31])[C:3]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:8][CH2:7][CH:6]([NH:9][C@@H:10]([CH2:15][C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[NH:18][CH:17]=2)[C:11]([NH:13][CH3:14])=[O:12])[CH2:5][CH2:4]1.[Si]([Cl:36])(C)(C)C>CC(CC)=O>[ClH:36].[ClH:36].[CH3:31][N:2]([CH3:1])[C:3]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:8][CH2:7][CH:6]([NH:9][C@@H:10]([CH2:15][C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[NH:18][CH:17]=2)[C:11]([NH:13][CH3:14])=[O:12])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 68786804HCID 68786804, compound

Product 1

HCID 68923708HCID 68923708, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

(S)-2-(4-(dimethylamino)-4-phenylcyclohexylamino)-3-(1H-indol-3-yl)-N-methylpropanamide (480 mg, 1.15 mmol, non-polar diastereomer from step 3) was dissolved in ethyl methyl ketone (50 ml) and mixed with Me3SiCl (0.39 ml, 2.8 mmol). The solid was aspirated after 1 h.

Sources & evidence

ORD record
ord-1d46f913b53040f7869225d3fe5d4a33
Source dataset
uspto-grants-2013_01
Patent number
US08357705B2

Reaction notes

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