Cyclohexanone → HCID 136242921, compound

HRID 1775220Notes

Reaction equation

HRID 1775220 reaction equation
O=C1C2C3C(C(OC)=O)=CC=CC=3NC=2CNC1.[C:19]1(=O)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.C[N:27]1[CH2:39][C:38]2[NH:37][C:36]3[CH:35]=[CH:34][CH:33]=[C:32]4[C:40](=[O:43])[NH:41][N:42]=[C:29]([C:30]=2[C:31]=34)[CH2:28]1>>[CH:19]1([N:27]2[CH2:39][C:38]3[NH:37][C:36]4[CH:35]=[CH:34][CH:33]=[C:32]5[C:40](=[O:43])[NH:41][N:42]=[C:29]([C:30]=3[C:31]=45)[CH2:28]2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 7967CyclohexanoneHCID 89657350HCID 89657350, compoundHCID 136242914HCID 136242914, compound

Product 1

HCID 136242921HCID 136242921, compound

Procedure

Compound 53 was prepared from methyl 4-oxo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-5-carboxylate and cyclohexanone according to the procedures similar to those for Compound 44. 1H NMR (DMSO-d6) δ 11.7 (s, 1H), 9.86 (s, 1H), 7.47 (d, 1H, J=7.8 Hz), 7.42 (d, 1H, J=7.8 Hz), 7.12 (t, 1H, J=7.8 Hz), 3.91 (s, 2H), 3.38 (s, 2H), 2.50-2.56 (m, 1H), 1.58-1.84 (m, 4H), and 1.11-1.31 (m, 6H). MS (ESI) m/e [M+1]+ 309.

Sources & evidence

ORD record
ord-53fe1908ab994897b16ca4073625a422
Source dataset
uspto-grants-2016_02
Patent number
US09260440B2

Reaction notes

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