Dichloromethane → HCID 136387225, compound

HRID 1396566Notes

Reaction equation

HRID 1396566 reaction equation
C[O:2][C:3]1[CH:8]=[C:7]([O:9][C:10]([F:13])([F:12])[F:11])[CH:6]=[CH:5][C:4]=1[C:14]1[C:22]2[C:17](=[N:18][C:19]([NH2:23])=[N:20][CH:21]=2)[N:16]([CH3:24])[N:15]=1.B(Br)(Br)Br.C(Cl)Cl>>[NH2:23][C:19]1[N:18]=[C:17]2[N:16]([CH3:24])[N:15]=[C:14]([C:4]3[CH:5]=[CH:6][C:7]([O:9][C:10]([F:11])([F:13])[F:12])=[CH:8][C:3]=3[OH:2])[C:22]2=[CH:21][N:20]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 25134Boron tribromideHCID 68967256HCID 68967256, compound

Product 1

HCID 136387225HCID 136387225, compound

Procedure

A mixture of 3-(2-Methoxy-4-trifluoromethoxy-phenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine (Example 123) (50 mg, 0.147 mmol) and 1M BBr3 in DCM (3 ml, 2.94 mmol) is stirred at room temperature for 30 minutes. The reaction mixture is quenched with water (5 ml) and stirred for a further 30 minutes. The resulting precipitate is collected by filtration, washed with water and dried under vacuum (50° C.) to afford the title compound as the hydrobromide salt.

Workup

  1. customThe reaction mixture is quenched with water (5 ml)
  2. stirringstirred for a further 30 minutes
  3. filtrationThe resulting precipitate is collected by filtration
  4. washwashed with water
  5. customdried under vacuum (50° C.)

Sources & evidence

ORD record
ord-2b4f1b34551a41008a9cdb51998185ca
Source dataset
uspto-grants-2014_12
Patent number
US08901134B2

Reaction notes

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