(7-benzyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-2-yl)-phenyl-amine → phenyl-(6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-2-yl)-amine

HRID 400466Notes

Reaction equation

HRID 400466 reaction equation
C([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[N:16][C:17]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:18][C:11]=2[CH2:10][CH2:9]1)C1C=CC=CC=1.[H][H]>[Pd]>[C:20]1([NH:19][C:17]2[N:16]=[CH:15][C:12]3[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=3[N:18]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 86686075(7-benzyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-2-yl)-phenyl-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 86686074phenyl-(6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-2-yl)-amineYield 77%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

150 mg (7-benzyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-2-yl)-phenyl-amine and 20 mg palladium on charcoal in 10 mL was stirred 1 day under 3 bar of a hydrogen atmosphere. The mixture was filtered and evaporated to yield 84 mg of the desired product. (M+H)+=241

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-75ed165aff4c4fff85c3255f84cf2b33
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Reaction notes

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