HCID 68310478, compound → HCID 178431650, compound

HRID 2405740Notes

Reaction equation

HRID 2405740 reaction equation
[NH2:1][C:2]12[CH2:9][CH:8]3[CH2:10][C:4]([C:11]([NH2:13])=[O:12])([CH2:5][CH:6]1[CH2:7]3)[CH2:3]2.[Br:14][C:15]1[CH:33]=[CH:32][C:18]([CH2:19][CH:20]2[C:25]([CH3:27])([CH3:26])[O:24][C:23](OC)=[N:22][S:21]2(=[O:31])=[O:30])=[C:17]([F:34])[CH:16]=1>C(Cl)Cl>[Br:14][C:15]1[CH:33]=[CH:32][C:18]([CH2:19][C@@H:20]2[C:25]([CH3:27])([CH3:26])[O:24][C:23]([NH:1][C:2]34[CH2:9][CH:8]5[CH2:10][C:4]([C:11]([NH2:13])=[O:12])([CH2:5][CH:6]3[CH2:7]5)[CH2:3]4)=[N:22][S:21]2(=[O:31])=[O:30])=[C:17]([F:34])[CH:16]=1

Participants

4

Reactant 2

HCID 68310478HCID 68310478, compoundHCID 68310801HCID 68310801, compound

Product 1

HCID 178431650HCID 178431650, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
35 °C

Procedure

3a-Aminohexahydro-2,5-methanopentalene-2-carboxamide (58 mg) and 5-(4-bromo-2-fluorobenzyl)-2-methoxy-6,6-dimethyl-5,6-dihydro-[1,4,3]oxathiazine 4,4-dioxide (110 mg) were dissolved in methylene chloride and stirred at 35° C. for 16 h. In the course of this, the solvent was evaporated. Purification was effected by preparative HPLC. This gave the product (84 mg) with a molecular weight of 528.5 g/mol (C22H27BrFN3O4S), MS (ESI): (M+H+) 529.5 g/mol.

Workup

  1. customIn the course of this, the solvent was evaporated
  2. customPurification

Sources & evidence

ORD record
ord-8ece4f0a3f9241c9b0472d8ee4730bd8
Source dataset
uspto-grants-2014_08
Patent number
US08809325B2

Reaction notes

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