1,2-Dichloroethane → HCID 14208236, compound

HRID 620576Notes

Reaction equation

HRID 620576 reaction equation
[NH2:1][CH:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:20].[CH3:21][N:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[C:23]1[C:31](O)=[O:32].C(Cl)CCl.C(N(CC)CC)C>C(Cl)Cl>[CH3:21][N:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:24]=[C:23]1[C:31]([NH:1][CH:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:20])=[O:32]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 276951H-Indole-2-carboxylic acid, 1-methyl-HCID 156371501,3-dihydro-5-(2-fluorophenyl)-3-amino-2H-1,4-benzodiazepin-2-one

Product 1

HCID 14208236HCID 14208236, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(RS)-Amino-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-one (50 mg, 0.186 mmol) was suspended in 1 ml of methylene chloride. 1-Methylindole-2-carboxylic acid (36.2 mg, 0.2 mmol) was added to the solution followed by the addition of 8.5 mg (0.2 mmol) of EDC. The pH of the solution was brought to 8 with 60 μl of triethylamine. After stirring for 4 hours the product was purified by preparative TLC on a 2000μ silica gel plate with a 95:5:0.5 chloroform/methanol/water solvent system. The product band was collected and isolated by washing the silica with 90:10:1 CMW. yield 16.5 mg.

Workup

  1. customwas purified by preparative TLC on a 2000μ silica gel plate with a 95:5:0.5 chloroform/methanol/water solvent system
  2. customThe product band was collected
  3. customisolated
  4. washby washing the silica with 90:10:1 CMW

Sources & evidence

ORD record
ord-1886ccf6c2684424b223dc0553d8ce2b
Source dataset
uspto-grants-1989_04
Patent number
US04820834

Reaction notes

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