2-azido-acetamide → HCID 11503631, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2F)[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]2[N:26]=[N:27][N:28]([CH2:30][CH2:31][O:32]C3CCCCO3)[CH:29]=2)[CH:22]=[CH:21][C:20]=1[CH3:39])=[O:18].ClC1C=C([NH:47]C2C=CC(F)=CC=2)C=CC=1C(C1C=C(C#C)C=CC=1C)=O.N(CC(N)=O)=[N+]=[N-]>>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([C:25]2[N:26]=[N:27][N:28]([CH2:30][C:31]([NH2:47])=[O:32])[CH:29]=2)[CH:22]=[CH:21][C:20]=1[CH3:39])=[O:18]Participants
4
Procedure
The reaction was carried out similarly as described in the preparation of compound 101, using compound 432 (1.04 mmol) and compound 411 (1.5 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/DCM/petroleum ether (40-60) 0:80:20, 0:100:0 and 10:90:0 as the eluent to afford the title compound as yellow solid.
Workup
- customThe crude product was purified by continuous gradient flash chromatography
Sources & evidence
- ORD record
- ord-6e73cc177c5242588fcc582828031066
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08293772B2
Reaction notes
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