4-Fluorophenylacetyl chloride → Tert-butyl[(3-{[(4-fluorophenyl)acetyl]amino}-4-oxo-3,4-dihydrophthalazin-1-yl)methyl]carbamate
Reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:19])[N:11]([NH2:20])[N:10]=1)([CH3:4])([CH3:3])[CH3:2].[F:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30](Cl)=[O:31])=[CH:25][CH:24]=1>>[C:1]([O:5][C:6](=[O:21])[NH:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:19])[N:11]([NH:20][C:30](=[O:31])[CH2:29][C:26]2[CH:27]=[CH:28][C:23]([F:22])=[CH:24][CH:25]=2)[N:10]=1)([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
The product of Example 41B and 2-(4-fluorophenyl)acetyl chloride were treated using a method similar to that described in Example 4C to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ 11.59 (s, 1H), 8.32 (dd, J=7.8, 1.4, 1H), 8.11 (d, J=8.0, 1H), 8.04-7.94 (m, 1H), 7.95-7.86 (m, 1H), 7.45-7.36 (m, 3H), 7.23-7.13 (m, 2H), 4.47-4.41 (m, 2H), 3.66 (s, 2H), 1.37 (s, 9H); MS (ESI−) M/Z 425 (M−H)−.
Sources & evidence
- ORD record
- ord-d4c8083b279c421b97121c0f03ba6f8a
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08859549B2
Reaction notes
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