1-Acetylpiperazine → HCID 22248744, compound

HRID 889837Notes

Reaction equation

[F:1][C:2]([F:38])([F:37])[C:3]1[CH:4]=[C:5]([CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1)[CH2:6][CH:7]1[C:12]2[C:13](=[O:29])[N:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[CH3:28])[CH:15]=[C:16](S(C)(=O)=O)[O:17][C:11]=2[NH:10][CH2:9][NH:8]1.[C:39]([N:42]1[CH2:47][CH2:46][NH:45][CH2:44][CH2:43]1)(=[O:41])[CH3:40]>>[C:39]([N:42]1[CH2:47][CH2:46][N:45]([C:16]2[O:17][C:11]3[NH:10][CH2:9][NH:8][CH:7]([CH2:6][C:5]4[CH:4]=[C:3]([C:2]([F:38])([F:37])[F:1])[CH:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:30]=4)[C:12]=3[C:13](=[O:29])[N:14]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[CH3:28])[CH:15]=2)[CH2:44][CH2:43]1)(=[O:41])[CH3:40]

Participants

Reactant 2

HCID 837951-Acetylpiperazine

HCID 22248679HCID 22248679, compound

Product 1

HCID 22248744HCID 22248744, compoundYield 68.2%

Procedure

In a similar manner to Example 13, 4-[3,5-bis(trifluoromethyl)benzyl]-6-(2-methylphenyl)-8-(methylsulfonyl)-5-oxo-2,3,4,5-tetrahydropyrimido[5,4-f][1,4]oxazepine (Compound of Reference Example 22; 84.0 mg) was reacted with 1-acetylpiperazine (23.1 mg) to obtain 8-(4-acetylpiperazine-1-yl)-4-[3,5-bis(trifluoromethyl)benzyl]-6-(2-methylphenyl)-5-oxo-2,3,4,5-tetrahydropyrimido[5,4-f][1,4]oxazepine (62.2 mg, 68%).

Sources & evidence

ORD record: ord-42cac67d0886412986d310b3b465fda2
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06995153B2

Reaction notes

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