Water → HCID 68429698, compound

HRID 889258Notes

Reaction equation

HRID 889258 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([CH3:4])([CH3:3])[CH3:2].C1C(=O)N([Br:31])C(=O)C1.O>CN(C=O)C>[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]1[C:9]([O:15][CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:10][CH:11]=[C:12]([Br:31])[C:13]=1[F:14])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 68431543HCID 68431543, compound

Product 1

HCID 68429698HCID 68429698, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of (2-benzyloxy-6-fluorophenyl)-carbamic acid tert-butyl ester (2.35 g, 7.41 mmol) in DMF (20 mL) at 0° C. is added NBS (1.45 g, 8.15 mmol). The mixture is stirred at 0° C. for 30 min., and then at RT for 18 h. It is then poured into water, extracted with EtOAc, washed with water and brine, and dried with MgSO4. The solvent is removed to give the title compound and it is used in the next step.

Workup

  1. waitat RT for 18 h
  2. extractionextracted with EtOAc
  3. washwashed with water and brine
  4. dry with materialdried with MgSO4
  5. customThe solvent is removed

Sources & evidence

ORD record
ord-040f80536211436c96df82bf6a64d8c3
Source dataset
uspto-grants-2012_08
Patent number
US08252820B2

Reaction notes

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