1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86732152, compound

HRID 930324Notes

Reaction equation

HRID 930324 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C@:9]1([CH2:28][F:29])[CH2:14][C@@H:13]([C:15]([F:18])([F:17])[F:16])[O:12][C:11]([NH:19]C(=O)C2C=CC=CC=2)=[N:10]1.N12CCCN=C1CCCCC2>CO>[NH2:19][C:11]1[O:12][C@H:13]([C:15]([F:17])([F:18])[F:16])[CH2:14][C@:9]([C:3]2[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=2[F:1])([CH2:28][F:29])[N:10]=1

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 86732146HCID 86732146, compound

Product 1

HCID 86732152HCID 86732152, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
75 °C

Procedure

In a microwave vial was dissolved N-((4S,6S)-4-(2-fluoro-5-hydroxyphenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide (8d, 116 mg, 0.280 mmol) in MeOH (1120 μl) and added 1,8-diazabicyclo-[5.4.0]undec-7-ene (84 μl 0.560 mmol). The reaction mixture was stirred at 75° C. overnight. Cooled to room temperature. Concentrated down and used directly in the following step.

Workup

  1. temperatureCooled to room temperature
  2. concentrationConcentrated down

Sources & evidence

ORD record
ord-141948795858487f9d57db162d75d12e
Source dataset
uspto-grants-2016_03
Patent number
US09296734B2

Reaction notes

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