4-Aminopyridine → HCID 22632660, compound

HRID 2417463Notes

Reaction equation

HRID 2417463 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:32]=[CH:31][C:12]([C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]([CH2:26][C:27]([OH:29])=O)[C:17](=[O:30])[CH2:16]2)=[O:14])=[CH:11][CH:10]=1.[NH2:33][C:34]1[CH:39]=[CH:38][N:37]=[CH:36][CH:35]=1.C(N(CC)CC)C>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([N:15]2[CH2:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]([CH2:26][C:27]([NH:33][C:34]3[CH:39]=[CH:38][N:37]=[CH:36][CH:35]=3)=[O:29])[C:17](=[O:30])[CH2:16]2)=[O:14])=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 17274-AminopyridineHCID 8471TriethylamineHCID 69892979HCID 69892979, compound

Product 1

HCID 22632660HCID 22632660, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

20 mg (0.042 mmol) of [4-(4-chlorobenzoyl)-2-oxo-2,3,4,5-tetrahydrobenzo[e][1,4]diazepin-1-yl]acetic acid trifluoroacetate was dissolved in 2 ml of dichloromethane. 5 mg (0.055 mmol) of 4-aminopyridine, 11 mg (0.055 mmol) of 2-chloro-1,3-dimethylimidazonium chloride and 0.018 ml (0.126 mmol) of triethylamine were added to the obtained solution, and they were stirred overnight. The solvent was evaporated, and the obtained crude product was treated in the same manner as in step 3 in Example 1 to obtain the title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe obtained crude product
  3. additionwas treated in the same manner as in step 3 in Example 1

Sources & evidence

ORD record
ord-f916a8dbbbd64a54842a7f2d884a4a55
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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