Hydrochloric Acid → HCID 66676052, compound

HRID 1158743Notes

Reaction equation

HRID 1158743 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]2[CH:19]=[C:20]([C:24]([NH2:26])=[O:25])[C:21]([NH2:23])=[N:22][C:11]1=2)(C)(C)C.[ClH:28]>CO>[ClH:28].[NH2:23][C:21]1[C:20]([C:24]([NH2:26])=[O:25])=[CH:19][C:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]([CH2:9][CH2:8][NH2:7])[C:11]=2[N:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59513636HCID 59513636, compound

Product 1

HCID 66676052HCID 66676052, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl{2-[2-amino-3-(aminocarbonyl)-9H-pyrido[2,3-b]indol-9-yl]ethyl}carbamate (xvi-a, 35.0 mg, 0.095 mmol) in MeOH (2 mL) was added conc. HCl (1 mL). The reaction was stirred at RT. After 2 h, the reaction was concentrated and lyophilized to yield 2-amino-9-(2-aminoethyl)-9H-pyrido[2,3-b]indole-3-carboxamide hydrochloride as a white solid (16, 27 mg, 93%). NH4OAc standard conditions. DAD Retention time =4.48 min. M+H=270. 1H NMR (300 MHz, D2O): Δ8.16 (s, 1), 7.74 (d, J=7.6 Hz, 1H), 7.73-7.42 (m, 1H), 7.36-7.28 (m, 2H), 4.32 (t, J=5.7 Hz, 2H), 3.37 (t, J=5.7 Hz, 2H).

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-151f7a043b1d48ac84fa495869df6b9f
Source dataset
uspto-grants-2010_10
Patent number
US07812018B2

Reaction notes

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