Acetyl chloride → HCID 22184426, compound

HRID 1795013Notes

Reaction equation

HRID 1795013 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:4]=[C:5]([CH:27]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:29]=1)[CH2:6][N:7]1[C:13](=[O:14])[C:12]2[C:15]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[CH3:26])=[CH:16][C:17](Cl)=[N:18][C:11]=2[O:10][CH2:9][CH2:8]1.C([O:40][C:41]([N:43]1[CH2:49][CH2:48][CH2:47][NH:46][CH2:45][CH2:44]1)=O)(C)(C)C.[C:50](Cl)(=O)C>>[C:41]([N:43]1[CH2:49][CH2:48][CH2:47][N:46]([C:17]2[CH:16]=[C:15]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[CH3:26])[C:12]3[C:13](=[O:14])[N:7]([CH2:6][C:5]4[CH:27]=[C:28]([C:30]([F:32])([F:31])[F:33])[CH:29]=[C:3]([C:2]([F:35])([F:1])[F:34])[CH:4]=4)[CH2:8][CH2:9][O:10][C:11]=3[N:18]=2)[CH2:45][CH2:44]1)(=[O:40])[CH3:50]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 2756058Tert-butyl 1,4-diazepane-1-carboxylateHCID 22179322HCID 22179322, compound

Product 1

HCID 22184426HCID 22184426, compoundYield 11%

Procedure

In a similar manner to Example 6, 4-[3,5-bis(trifluoromethyl)benzyl]-8-chloro-6-(2-methylphenyl)-5-oxo-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (compound of Reference Erxample 17; 51.5 mg) was reacted with 1-(t-butoxycarbonyl)homopiperazine (50.1 mg) and acetyl chloride (0.1 mL) to obtain 8-(4-acetylhomopiperazine-1-yl)-4-[3,5-bis(trifluoromethyl)benzyl]-6-(2-methylphenyl)-5-oxo-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine (6.7 mg, 11%).

Sources & evidence

ORD record
ord-e1b9473ebd464205b8282062750d8570
Source dataset
uspto-grants-2006_04
Patent number
US07026309B2

Reaction notes

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