Bromotrimethylsilane → [2-(4-(4-chlorobenzoyl)-2-oxo-1-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzyl]-2,3,4,5-tetrahydro-1H-benzo-[e][1,4]-diazepin-8-yl)ethyl]phosphonic Acid

HRID 2417491Notes

Reaction equation

HRID 2417491 reaction equation
[Cl:1][C:2]1[CH:45]=[CH:44][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][C:17]([CH2:19][CH2:20][P:21](=[O:28])([O:25]CC)[O:22]CC)=[CH:18][C:12]=3[N:11]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36]([N:38]4[CH2:42][CH:41]=[CH:40][CH2:39]4)=[O:37])=[CH:32][CH:31]=3)[C:10](=[O:43])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.C[Si](Br)(C)C>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][C:17]([CH2:19][CH2:20][P:21](=[O:22])([OH:25])[OH:28])=[CH:18][C:12]=3[N:11]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([C:36]([N:38]4[CH2:42][CH:41]=[CH:40][CH2:39]4)=[O:37])=[CH:32][CH:31]=3)[C:10](=[O:43])[CH2:9]2)=[O:7])=[CH:44][CH:45]=1

Participants

4

Reactant 2

HCID 76113BromotrimethylsilaneHCID 60123508Diethyl [2-(4-(4-chlorobenzoyl)-2-oxo-1-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzyl]-2,3,4,5-tetrahydro-1H-benzo-[e][1,4]-diazepin-8-yl)ethyl]phosphonate

Product 1

HCID 22632357[2-(4-(4-chlorobenzoyl)-2-oxo-1-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzyl]-2,3,4,5-tetrahydro-1H-benzo-[e][1,4]-diazepin-8-yl)ethyl]phosphonic Acid

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

40 mg (0.051 mmol) of diethyl [2-(4-(4-chlorobenzoyl)-2-oxo-1-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)-benzyl]-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-yl)ethyl]phosphonate was dissolved in 10 ml of acetonitrile. 0.15 ml of trimethylsilyl bromide was added to the obtained solution, and they were stirred overnight. The solvent was evaporated, and the obtained crude product was treated in the same manner as in step 3 in Example 1 to obtain the title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe obtained crude product
  3. additionwas treated in the same manner as in step 3 in Example 1

Sources & evidence

ORD record
ord-6c0a6a58ffb34b6eab5d1a4bf27316c5
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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