1-tert-Butyl-4-piperidone → HCID 66604878, compound

HRID 2410823Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[N:14]=[C:13]([C:15]4[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=4)[CH:12]=[C:11]([C:25]([NH2:27])=[O:26])[C:7]=3[NH:8][C:9]=2[CH:10]=1.[C:28]([N:32]1[CH2:37][CH2:36][C:35](=O)[CH2:34][CH2:33]1)([CH3:31])([CH3:30])[CH3:29]>>[C:28]([N:32]1[CH2:37][CH2:36][CH:35]([NH:1][C:2]2[CH:3]=[CH:4][C:5]3[C:6]4[N:14]=[C:13]([C:15]5[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=5)[CH:12]=[C:11]([C:25]([NH2:27])=[O:26])[C:7]=4[NH:8][C:9]=3[CH:10]=2)[CH2:34][CH2:33]1)([CH3:31])([CH3:30])[CH3:29]

Participants

Reactant 2

HCID 738401-tert-Butyl-4-piperidone

HCID 66604922HCID 66604922, compound

Product 1

HCID 66604878HCID 66604878, compound

Procedure

This was similarly prepared from 7-amino-2-(3-(trifluoromethyl)phenyl)-5H-pyrido[3,2-b]indole-4-carboxamide and 1-(t-butyl)piperidin-4-one. MS (ESI) m/z 510.35 (M+H). 1H NMR (500 MHz, DMSO-d6) δ ppm 11.10 (1H, s), 8.55-8.63 (2H, m), 8.51 (1H, br. s.), 8.30 (1H, s), 7.90 (1H, d, J=8.55 Hz), 7.80 (1H, br. s.), 7.70-7.78 (2H, m), 6.85 (1H, d, J=1.83 Hz), 6.63 (1H, dd, J=8.70, 1.98 Hz), 6.04 (1H, d, J=7.63 Hz), 3.23 (1H, dd, J=10.22, 3.81 Hz), 2.95-3.08 (2H, m), 2.21 (2H, t, J=10.99 Hz), 2.02 (2H, d, J=12.82 Hz), 1.34-1.52 (2H, m), 1.06 (9H, s).

Sources & evidence

ORD record: ord-6afb835094df49cf9ddc0af6bafb8b80
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08815840B2

Reaction notes

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