Acetic Anhydride → HCID 22053590, compound

HRID 1829672Notes

Reaction equation

[F:1][C:2]([F:39])([F:38])[C:3]1[CH:4]=[C:5]([CH:31]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:33]=1)[CH2:6][N:7]1[CH2:14][CH2:13][CH2:12][NH:11][C:10]2[N:15]=[C:16](S(C)(=O)=O)[N:17]=[C:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH3:25])[C:9]=2[C:8]1=[O:30].C([O:44][C:45]([NH:47][CH:48]1[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]1)=O)(C)(C)C.[C:54](OC(=O)C)(=O)C>>[C:45]([NH:47][CH:48]1[CH2:53][CH2:52][N:51]([C:16]2[N:17]=[C:18]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH3:25])[C:9]3[C:8](=[O:30])[N:7]([CH2:6][C:5]4[CH:4]=[C:3]([C:2]([F:39])([F:1])[F:38])[CH:33]=[C:32]([C:34]([F:36])([F:35])[F:37])[CH:31]=4)[CH2:14][CH2:13][CH2:12][NH:11][C:10]=3[N:15]=2)[CH2:50][CH2:49]1)(=[O:44])[CH3:54]

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 7238334-(N-Boc-amino)piperidine

HCID 220535916-[3,5-Bis(trifluoromethyl)benzyl]-5,6,7,8,9,10-hexahydro-4-(2-methylphenyl)-2-(methylsulfonyl)-5-oxopyrimido[4,5-b][1,5]diazocine

Product 1

HCID 22053590HCID 22053590, compoundYield 75%

Procedure

In a similar manner to Example 24, 6-[3,5-bis(trifluoromethyl)benzyl]-5,6,7,8,9,10-hexahydro-4-(2-methylphenyl)-2-(methylsulfonyl)-5-oxopyrimido[4,5-b][1,5]diazocine (Compound of Reference Example 19; 85.9 mg), 4-(t-butoxycarbonylamino)piperidine (36.1 mg) and acetic anhydride (0.05 mL) were reacted to obtain 2-[4-(acetylamino)piperidine-1-yl]-6-[3,5-bis(trifluoromethyl)benzyl]-5,6,7,8,9,10-hexahydro-4-(2-methylphenyl)-5-oxopyrimido[4,5-b][1,5]diazocine(71.2 mg, 75%).

Sources & evidence

ORD record: ord-8f7ee10ec0044366b14728255c5c55bd
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07064119B2

Reaction notes

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