Boron tribromide → HCID 135999976, compound

HRID 1987948Notes

Reaction equation

HRID 1987948 reaction equation
C[O:2][C:3]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:4]=1[O:5][C:6]1[CH:7]=[C:8]([C:31]3[NH:35][C:34](=[O:36])[O:33][N:32]=3)[CH:9]=[CH:10][C:11]=1[C:12]2=[C:17]1[CH2:23][CH:22]2[N:24]([C:25](=[O:30])[C:26]([F:29])([F:28])[F:27])[CH:19]([CH2:20][CH2:21]2)[CH2:18]1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:4]=1[O:5][C:6]1[CH:7]=[C:8]([C:31]3[NH:35][C:34](=[O:36])[O:33][N:32]=3)[CH:9]=[CH:10][C:11]=1[C:12]2=[C:17]1[CH2:23][CH:22]2[N:24]([C:25](=[O:30])[C:26]([F:29])([F:27])[F:28])[CH:19]([CH2:20][CH2:21]2)[CH2:18]1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 135999980HCID 135999980, compound

Product 1

HCID 135999976HCID 135999976, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Compound 21h (0.355 g, 1.19 mmol) in CH2Cl2 (30 mL) was added dropwise BBr3 (1.0M in CH2Cl2, 5.97 mL, 5.97 mmol) at 0° C. The mixture was stirred at rt for 24 h, and quenched with a saturated NaHCO3 solution (20 mL). The organic layer was dried over MgSO4 and concentrated. The crude product was used in the next reaction without further purification. MS m/z (MH+) 485.8.

Workup

  1. customquenched with a saturated NaHCO3 solution (20 mL)
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated
  4. customThe crude product was used in the next reaction without further purification

Sources & evidence

ORD record
ord-9b3fbb6aee1849859d467bde75941627
Source dataset
uspto-grants-2009_06
Patent number
US07553850B2

Reaction notes

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