Acetic Anhydride → HCID 22184428, compound

HRID 1795011Notes

Reaction equation

HRID 1795011 reaction equation
[F:1][C:2]([F:36])([F:35])[C:3]1[CH:4]=[C:5]([CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=1)[CH2:6][N:7]1[CH2:14][CH2:13][CH2:12][O:11][C:10]2[N:15]=[C:16](Cl)[CH:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[C:9]=2[C:8]1=[O:27].C([O:41][C:42]([N:44]1[CH2:50][CH2:49][CH2:48][NH:47][CH2:46][CH2:45]1)=O)(C)(C)C.[C:51](OC(=O)C)(=O)C>>[C:42]([N:44]1[CH2:50][CH2:49][CH2:48][N:47]([C:16]2[CH:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[C:9]3[C:8](=[O:27])[N:7]([CH2:6][C:5]4[CH:4]=[C:3]([C:2]([F:36])([F:35])[F:1])[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=4)[CH2:14][CH2:13][CH2:12][O:11][C:10]=3[N:15]=2)[CH2:46][CH2:45]1)(=[O:41])[CH3:51]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 2756058Tert-butyl 1,4-diazepane-1-carboxylateHCID 22179324HCID 22179324, compound

Product 1

HCID 22184428HCID 22184428, compoundYield 35%

Procedure

In a similar manner to Example 6, 5-[3,5-bis(trifluoromethyl)benzyl]-9-chloro-7-(4-fluorophenyl)-6-oxo-2,3,4,5-tetrahydro-6H-pyrido[2,3-b][1,5]oxazocine(compound of Reference Example 16; 80.0 mg) was reacted with 1-(t-butoxycarbonyl)homopiperazine (75.1 mg) and acetic anhydride (70 μL) to obtain 9-(4-acetylhomopiperazine-1-yl)-5-[3,5-bis(trifluoromethyl)benzyl)-7-(4-fluorophenyl)-6-oxo-2,3,4,5-tetrahydro-6H-pyrido[2,3-b][1,5]oxazocine (33.4 mg, 35%).

Sources & evidence

ORD record
ord-23c76dd1f9a5425b8799cca6eba41211
Source dataset
uspto-grants-2006_04
Patent number
US07026309B2

Reaction notes

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