m-Chloroperbenzoic acid → HCID 46244511, compound

HRID 1846536Notes

Reaction equation

HRID 1846536 reaction equation
ClC1C=C(C=CC=1)C(OO)=[O:6].[CH3:12][O:13][C:14]1[CH:49]=[CH:48][C:17]2[NH:18][C:19](=[O:47])[N:20]([CH:23]3[CH2:28][CH2:27][N:26]([C:29]4[CH:34]=[C:33]([S:35][C:36]5[CH:45]=[C:44]([CH3:46])[C:39]6[NH:40][C:41](=[O:43])[O:42][C:38]=6[CH:37]=5)[N:32]=[CH:31][N:30]=4)[CH2:25][CH2:24]3)[CH2:21][CH2:22][C:16]=2[CH:15]=1>ClCCl.CO>[CH3:12][O:13][C:14]1[CH:49]=[CH:48][C:17]2[NH:18][C:19](=[O:47])[N:20]([CH:23]3[CH2:24][CH2:25][N:26]([C:29]4[CH:34]=[C:33]([S:35]([C:36]5[CH:45]=[C:44]([CH3:46])[C:39]6[NH:40][C:41](=[O:43])[O:42][C:38]=6[CH:37]=5)=[O:6])[N:32]=[CH:31][N:30]=4)[CH2:27][CH2:28]3)[CH2:21][CH2:22][C:16]=2[CH:15]=1

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 46244419HCID 46244419, compound

Product 1

HCID 46244511HCID 46244511, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent2×

Procedure

Under a nitrogen atmosphere 28 mg (0.11 mmol) 3-chloroperoxybenzoic acid (70%) in 5 mL dichloromethane was added dropwise to 60 mg (0.11 mmol) 7-methoxy-3-{1-[6-(4-methyl-2-oxo-2,3-dihydro-benzoxazol-6-ylsulphanyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one in 5 mL dichloromethane and 1 mL methanol. After the reaction had ended the reaction mixture was evaporated down, dissolved in MeOH/DMF and purified by preparative HPLC-MS. The product-containing fractions were combined and freeze-dried.

Workup

  1. customwas evaporated down
  2. dissolutiondissolved in MeOH/DMF
  3. custompurified by preparative HPLC-MS
  4. customfreeze-dried

Sources & evidence

ORD record
ord-918143aef8944d0f84f7ca998336b096
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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