Hydrochloric Acid → HCID 66604430, compound

HRID 2410775Notes

Reaction equation

HRID 2410775 reaction equation
[OH: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]=[CH:17][CH:16]=4)[CH:12]=[C:11]([C:21]([NH2:23])=[O:22])[C:7]=3[NH:8][C:9]=2[CH:10]=1.O[CH2:25][CH2:26][N:27](C)[C:28](=O)OC(C)(C)C.Cl>CO>[CH3:28][NH:27][CH2:26][CH2:25][O: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]=[CH:17][CH:16]=4)[CH:12]=[C:11]([C:21]([NH2:23])=[O:22])[C:7]=3[NH:8][C:9]=2[CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 545700N-(tert-Butoxycarbonyl)-N-methyl-2-aminoethanolHCID 178513536HCID 178513536, compound

Product 1

HCID 66604430HCID 66604430, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This was similarly prepared from 7-hydroxy-2-phenyl-5H-pyrido[3,2-b]indole-4-carboxamide and tert-butyl 2-hydroxyethyl(methyl)carbamate except that the crude product was deprotected with a mixture of MeOH (1 mL) and conc. HCl (1 mL) before purification. MS (ESI) m/z 361.12 (M+H). 1H NMR (500 MHz, MeOD) δ ppm 8.29 (1H, d, J=8.85 Hz), 8.16 (1H, s), 8.11 (2H, d, J=7.02 Hz), 7.54 (2H, t, J=7.78 Hz), 7.44 (1H, t, J=7.32 Hz), 7.21 (1H, d, J=2.14 Hz), 6.98 (1H, dd, J=8.70, 2.29 Hz), 4.25 (2H, t, J=5.19 Hz), 3.05 (2H, t, J=5.19 Hz), 2.51 (3H, s).

Sources & evidence

ORD record
ord-93fd7b8a9fb1405bb81026886209be5e
Source dataset
uspto-grants-2014_08
Patent number
US08815840B2

Reaction notes

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