Methanol → HCID 178441711, compound

HRID 222543Notes

Reaction equation

HRID 222543 reaction equation
Br[Si](C)(C)C.[CH2:6]([C:10]1[N:11]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]3[NH:45][N:44]=[N:43][N:42]=3)=[CH:31][CH:30]=2)[C:12]([C:16]([O:18][CH2:19][P:20]([O:25]CC)([O:22]CC)=[O:21])=[O:17])=[C:13]([Cl:15])[N:14]=1)[CH2:7][CH2:8][CH3:9].CO>C(#N)C>[CH2:6]([C:10]1[N:11]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]3[NH:45][N:44]=[N:43][N:42]=3)=[CH:31][CH:30]=2)[C:12]([C:16]([O:18][CH2:19][P:20](=[O:21])([OH:22])[OH:25])=[O:17])=[C:13]([Cl:15])[N:14]=1)[CH2:7][CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 887MethanolHCID 76113BromotrimethylsilaneHCID 178441710HCID 178441710, compound

Product 1

HCID 178441711HCID 178441711, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Bromotrimethylsilane (1.70 mL, 13.1 mmol) was added to a stirred, 0° C. mixture of (diethoxyphosphoryl)methyl 2-butyl-4-chloro-1-{[2′-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazole-5-carboxylate (3.49 g, 5.95 mmol) in acetonitrile and the mixture was stirred at room temperature for 1 hour. Methanol (20 mL) was added, stirred for 30 minutes then concentrated in vacuo to afford the title compound as crude, which was used in the subsequent step without further purification. LC-MS: m/z 531.0 (M+H).

Workup

  1. stirringstirred for 30 minutes
  2. concentrationthen concentrated in vacuo

Sources & evidence

ORD record
ord-b08ab2edafc041dba66f5da328f87921
Source dataset
uspto-grants-2012_06
Patent number
US08207208B2

Reaction notes

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