tert-Butyldimethylsilyl chloride → HCID 178455229, compound

HRID 422745Notes

Reaction equation

HRID 422745 reaction equation
C1(C)C=CC(S([O:10][CH2:11][C@H:12]2[CH2:15][C@@H:14]([C:16]3[N:20]4[CH:21]=[CH:22][N:23]=[C:24]([Cl:25])[C:19]4=[CH:18][N:17]=3)[CH2:13]2)(=O)=O)=CC=1.C1(C)C=CC(S([O:36][CH2:37][C@H:38]2[CH2:41][C@H:40]([C:42]3[N:46]4[CH:47]=[CH:48][N:49]=[C:50]([Cl:51])[C:45]4=[CH:44][N:43]=3)[CH2:39]2)(=O)=O)=CC=1.[C:53]([Si:57](Cl)([CH3:59])[CH3:58])([CH3:56])([CH3:55])[CH3:54]>>[Si:57]([O:10][CH2:11][C@@H:12]1[CH2:13][C@H:14]([C:16]2[N:20]3[CH:21]=[CH:22][N:23]=[C:24]([Cl:25])[C:19]3=[CH:18][N:17]=2)[CH2:15]1)([C:53]([CH3:56])([CH3:55])[CH3:54])([CH3:59])[CH3:58].[Si:57]([O:36][CH2:37][C@H:38]1[CH2:39][C@H:40]([C:42]2[N:46]3[CH:47]=[CH:48][N:49]=[C:50]([Cl:51])[C:45]3=[CH:44][N:43]=2)[CH2:41]1)([C:53]([CH3:56])([CH3:55])[CH3:54])([CH3:59])[CH3:58]

Participants

5

Reactant 3

HCID 28928tert-Butyldimethylsilyl chlorideHCID 178427764HCID 178427764, compoundHCID 178427765HCID 178427765, compound

Product 2

HCID 178455229HCID 178455229, compoundHCID 178455230HCID 178455230, compound

Procedure

cis-3-[3-(tert-Butyldimethylsilanyloxymethyl)cyclobutyl]-8-chloroimidazo[1,5-a]pyrazine and trans-3-[3-(tert-butyldimethylsilanyloxymethyl)cyclobutyl]-8-chloroimidazo[1,5-a]pyrazine were prepared according to the general procedure for the preparation for cis-3-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutylmethyl toluene-4-sulfonate and trans-3-(8-chloroimidazo[1,5-a]pyrazin-3-yl)cyclobutylmethyl toluene-4-sulfonate, except tert-butylchlorodimethylsilane was used instead of p-toluenesulfonic anhydride.

Sources & evidence

ORD record
ord-f5f284fcacc743a5aba862b8ba31273c
Source dataset
uspto-grants-2012_01
Patent number
US08101613B2

Reaction notes

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