Chlorotrimethylsilane → HCID 68787557, compound

HRID 1808132Notes

Reaction equation

HRID 1808132 reaction equation
[CH3:1][N:2]([CH3:32])[C:3]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:8][CH2:7][CH:6]([NH:9][C@@H:10]([CH2:16][C:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)[C:11]([N:13]([CH3:15])[CH3:14])=[O:12])[CH2:5][CH2:4]1.[Si]([Cl:37])(C)(C)C>CC(CC)=O>[ClH:37].[ClH:37].[CH3:32][N:2]([CH3:1])[C:3]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:8][CH2:7][CH:6]([NH:9][C@@H:10]([CH2:16][C:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[NH:19][CH:18]=2)[C:11]([N:13]([CH3:14])[CH3:15])=[O:12])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 44241901HCID 44241901, compound

Product 1

HCID 68787557HCID 68787557, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

(S)-2-(4-(dimethylamino)-4-phenylcyclohexylamino)-3-(1H-indol-3-yl)-N,N-dimethylpropanamide (240 mg, 0.55 mmol, non-polar diastereomer from step 3) was dissolved in ethyl methyl ketone (10 ml) and mixed with Me3SiCl (0.18 ml, 1.39 mmol). The white crystalline solid was aspirated after 1 h.

Sources & evidence

ORD record
ord-3765d34dfe6e4524b3a326c0e09308b8
Source dataset
uspto-grants-2013_01
Patent number
US08357705B2

Reaction notes

Loading…