Azepane → HCID 44200976, compound

HRID 389653Notes

Reaction equation

HRID 389653 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([NH:9][CH2:10][C@H:11]([NH:15][S:16]([C:19]2[CH:24]=[C:23]([F:25])[CH:22]=[C:21]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][C:27]3=[O:32])[C:20]=2[O:33][CH3:34])(=[O:18])=[O:17])[C:12](O)=[O:13])=[O:8])=[CH:4][CH:3]=1.[NH:35]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>CN(C=O)C>[N:35]1([C:12](=[O:13])[C@@H:11]([NH:15][S:16]([C:19]2[CH:24]=[C:23]([F:25])[CH:22]=[C:21]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][C:27]3=[O:32])[C:20]=2[O:33][CH3:34])(=[O:18])=[O:17])[CH2:10][NH:9][C:7]([C:5]2[S:6][C:2]([Cl:1])=[CH:3][CH:4]=2)=[O:8])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1

Participants

4

Reactant 2

HCID 8119AzepaneHCID 67155453HCID 67155453, compound

Product 1

HCID 44200976HCID 44200976, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Intermediate 23 (225 mg, 0.42 mmol) and azepane (57 μl, 0.462 mmol) were coupled in close analogy to the procedure described in 3.5) using DMF as solvent. The mixture was purified by prep. HPLC. Yield after lyophilization: 199 mg, 77%, colorless, amorphous solid. MS (ES+): m/e=617.1/619.1, chloro pattern.

Workup

  1. customThe mixture was purified by prep
  2. customYield after lyophilization

Sources & evidence

ORD record
ord-94d96105d04b452aa7ce4a22ec44aafd
Source dataset
uspto-grants-2013_02
Patent number
US08378092B2

Reaction notes

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