4-Nitrophenyl chloroformate → HCID 68632645, compound
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][C:12]1[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH2:22])[CH:18]=3)[N:13]=1)[CH2:6][CH2:5]2.Cl[C:24](OC1C=CC([N+]([O-])=O)=CC=1)=[O:25].[NH2:36][CH:37]1[CH2:42][CH2:41][N:40]([CH2:43][CH2:44][OH:45])[CH2:39][CH2:38]1>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7]([NH:11][C:12]1[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH:22][C:24]([NH:36][CH:37]4[CH2:42][CH2:41][N:40]([CH2:43][CH2:44][OH:45])[CH2:39][CH2:38]4)=[O:25])[CH:18]=3)[N:13]=1)[CH2:6][CH2:5]2Participants
4
Procedure
The title compound was prepared from rac-N2-(5-fluoro-indan-1-yl)-quinoline-2,6-diamine (Example 106) (240 mg, 0.818 mmol), 4-nitrophenyl chloroformate (165 mg, 0.818 mmol) and commercially available 4-amino-1-piperidine-ethanol (118 mg, 0.818 mmol) in accordance with the general method 4 described in example 170 step C and was obtained as an off-white solid (54 mg, 14%); MS: m/e=464.2 (M+H+).
Sources & evidence
- ORD record
- ord-13f676493ccb4352ae9687f474e71563
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08183380B2
Reaction notes
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