HCID 59468597, compound → HCID 59468578, compound

HRID 1716406Notes

Reaction equation

HRID 1716406 reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:15]=[C:16]([CH2:20][OH:21])[CH:17]=[CH:18][CH:19]=3)[N:8]=2)=[CH:4][CH:3]=1>O=[Mn]=O>[Br:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=3)[CH:20]=[O:21])[N:8]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 59468597HCID 59468597, compound

Product 1

HCID 59468578HCID 59468578, compound

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst2×

Procedure

A suspension of {3-[4-(5-Bromo-thiophen-2-yl)-pyrimidin-2-ylamino]-phenyl}-methanol (566 mg, 1.57 mmol) was treated with MnO2 (1.4 g, 15.7 mmol) for 15 h. Another aliquot of 500 mg MnO2 was added and the reaction was allowed to stir for 48 h. The mixture was filtered over celite and dried in vacuo to afford 375 mg (88% pure by LCMS and 1H NMR) which was used crude in the next step.

Workup

  1. filtrationThe mixture was filtered over celite
  2. customdried in vacuo
  3. customto afford 375 mg (88% pure by LCMS and 1H NMR) which

Sources & evidence

ORD record
ord-e0f6e998dfd942c6903615bd56474711
Source dataset
uspto-grants-2010_09
Patent number
US07803806B2

Reaction notes

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