Phenyl isocyanate → HCID 86629602, compound

HRID 911354Notes

Reaction equation

HRID 911354 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]1[C:25]2[CH2:24][CH2:23][N:22]([C:26](=[O:31])[C:27]([F:30])([F:29])[F:28])[CH2:21][CH2:20][C:19]=2[CH:18]=[CH:17][C:16]=1[Cl:32]>C(Cl)Cl>[Cl:32][C:16]1[CH:17]=[CH:18][C:19]2[CH2:20][CH2:21][N:22]([C:26](=[O:31])[C:27]([F:29])([F:28])[F:30])[CH2:23][CH2:24][C:25]=2[C:15]=1[NH:14][CH2:13][CH2:12][CH2:11][NH:10][C:8]([NH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:9]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 57656490HCID 57656490, compound

Product 1

HCID 86629602HCID 86629602, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Combine phenyl isocyanate (15 μL, 0.137 mmol) and 6-(3-amino-propylamino)-7-chloro-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (48 mg, 0.137 mmol) in DCM and stir for 16 h. Concentrate, add DCM, filter and collect the solid to obtain 7-chloro-6-[3-(3-phenyl-ureido)-propylamino]-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (18 mg, 28%).

Workup

  1. concentrationConcentrate
  2. additionadd DCM
  3. filtrationfilter
  4. customcollect the solid

Sources & evidence

ORD record
ord-8b7b6af6cb50445aa01c9bd9c82e681c
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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