Propanal → HCID 136242924, compound

HRID 1775223Notes

Reaction equation

HRID 1775223 reaction equation
O=[C:2]1C2C3C(C(OC)=O)=CC=CC=3NC=2CN[CH2:3]1.C(=O)CC.[CH3:23][N:24]1[CH2:36][C:35]2[NH:34][C:33]3[CH:32]=[CH:31][CH:30]=[C:29]4[C:37](=[O:40])[NH:38][N:39]=[C:26]([C:27]=2[C:28]=34)[CH2:25]1>>[CH2:23]([N:24]1[CH2:36][C:35]2[NH:34][C:33]3[CH:32]=[CH:31][CH:30]=[C:29]4[C:37](=[O:40])[NH:38][N:39]=[C:26]([C:27]=2[C:28]=34)[CH2:25]1)[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 527PropanalHCID 89657350HCID 89657350, compoundHCID 136242914HCID 136242914, compound

Product 1

HCID 136242924HCID 136242924, compound

Procedure

Compound 56 was prepared from methyl 4-oxo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-5-carboxylate and propionaldehyde according to the procedures similar to those for Compound 44. 1H NMR (DMSO-d6) δ 11.7 (s, 1H), 9.92 (s, 1H), 7.47 (d, 1H, J=7.8 Hz), 7.43 (d, 1H, J=7.8 Hz), 7.13 (t, 1H, J=7.8 Hz), 3.81 (s, 2H), 3.28 (s, 2H), 2.50-2.55 (m, 2H), 1.51-1.54 (m, 2H), and 0.89 (t, 3H, J=7.8 Hz). MS (ESI) m/e [M+1]+ 269.

Sources & evidence

ORD record
ord-e5182b11298d461e88c97820653253f7
Source dataset
uspto-grants-2016_02
Patent number
US09260440B2

Reaction notes

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