Triethylamine → HCID 178480436, compound

HRID 2243356Notes

Reaction equation

HRID 2243356 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH2:17])[C:5]([NH2:16])=[CH:6][C:7]=1[N:8]1[CH2:14][CH2:13][CH2:12][N:11]([CH3:15])[CH2:10][CH2:9]1.C(N(CC)CC)C.C1[C:37]2[C:36](=[O:38])[C:35]3C(=CC=CC=3)C=2C(C(Cl)=O)=CC=1>ClCCl>[CH:36]([O:38][CH:13]([CH3:12])[CH3:14])([CH3:37])[CH3:35].[NH2:16][C:5]1[CH:6]=[C:7]([N:8]2[CH2:14][CH2:13][CH2:12][N:11]([CH3:15])[CH2:10][CH2:9]2)[C:2]([F:1])=[CH:3][C:4]=1[NH-:17]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 6101429-Fluorenone-4-carbonyl chlorideHCID 57812833HCID 57812833, compound

Product 2

HCID 7914Diisopropyl EtherHCID 178480436HCID 178480436, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure used in stage 1 of Example 1 is followed, but starting from 2.86 g of 4-fluoro-5-(4-methylperhydro-1,4-diazepin-1-yl)benzene-1,2-diamine, which can be prepared according to J. Het. Chem. 2005, 42(1), 67-71, 2.81 ml of triethylamine and 2.427 g of 9H-fluoren-9-one-4-carboxylic acid chloride in 50 ml of dichloromethane for 20 hours at room temperature. After purification by flash chromatography on silica gel (40-63 μm), eluting with a mixture of dichloromethane and methanol (95/5 by volume), then formation of a paste with diisopropyl ether, in this way we obtain 950 mg of [2-amino-5-fluoro-4-(4-methylperhydro-1,4-diazepin-1-yl)phenyl]amide of 9-oxo-9H-fluorene-4-carboxylic acid, in the form of an orange powder, which is used as it is in the following stage, with the following characteristics:

Workup

  1. customcan be prepared
  2. customAfter purification by flash chromatography on silica gel (40-63 μm)
  3. washeluting with a mixture of dichloromethane and methanol (95/5 by volume)

Sources & evidence

ORD record
ord-7a22624f9ef148bf96a547a3ef9d908e
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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