HCID 49856484, compound → HCID 58178898, compound

HRID 1042020Notes

Reaction equation

HRID 1042020 reaction equation
[NH2:1][C:2]([CH3:31])([CH3:30])[C:3]([N:5]1[CH2:10][CH2:9][N:8]2[C:11]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[C:24]([F:29])[CH:23]=3)=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[N:13]=[C:7]2[CH2:6]1)=[O:4]>O=[Mn]=O>[F:29][C:24]1[CH:23]=[C:22]([NH:21][C:11]2[N:8]3[C:7]([CH:6]4[NH:1][C:2]([CH3:31])([CH3:30])[C:3](=[O:4])[N:5]4[CH2:10][CH2:9]3)=[N:13][C:12]=2[C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[CH:27]=[CH:26][C:25]=1[F:28]

Participants

3

Reactant 1

HCID 49856484HCID 49856484, compound

Product 1

HCID 58178898HCID 58178898, compound

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

Example 646 was prepared from Example 29 by the following method: to a stirred solution of Example 29 (12 mg, 0.03 mmol) was added MnO2 (52 mg, 0.60 mmol). The reaction mixture was stirred at room temperature for 2 hours. LC/MS test showed that Example 29 was almost gone and the desired product ([M+1]=528) was detected as one of the major peaks. Solid was filtered off and solvent was removed. The residue was subjected to a mass-triggered HPLC purification to give Example 646.

Workup

  1. customExample 646 was prepared from Example 29 by the following method

Sources & evidence

ORD record
ord-aff7a00f327f499198e991aadb026356
Source dataset
uspto-grants-2013_10
Patent number
US08557801B2

Reaction notes

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