HCID 59856533, compound → HCID 59856531, compound

HRID 469354Notes

Reaction equation

HRID 469354 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:20][CH2:19][C:18]3[CH:21]=[CH:22][CH:23]=[C:24]([F:25])[C:17]=3[NH:16][C:15]2=[O:26])[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[F:25][C:24]1[C:17]2[NH:16][C:15](=[O:26])[N:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH2:20][CH2:19][C:18]=2[CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 1

HCID 59856533HCID 59856533, compound

Product 1

HCID 59856531HCID 59856531, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

13.7 g (38.8 mmol) 3-(1-benzyl-piperidin-4-yl)-9-fluoro-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one in 100 mL MeOH were shaken with 2.00 g palladium on charcoal (Pd/C 10%) under a hydrogen atmosphere (3 bar) at RT. The catalyst was filtered off and the solvent was evaporated down. The residue was purified by flash chromatography. The fractions containing the product were combined and evaporated down. The residue was stirred with DIPE/EtOAc, suction filtered and dried.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated down
  3. customThe residue was purified by flash chromatography
  4. additionThe fractions containing the product
  5. customevaporated down
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-3f7a1cb270e64ef9b6576197295d0105
Source dataset
uspto-grants-2014_01
Patent number
US08629137B2

Reaction notes

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