n-(3-(4-(1h-Indazol-5-ylamino)-6-(2-(pyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide di-hydrochloride salt → N-(3-(4-(1H-Indazol-5-ylamino)-6-(2-(pyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide

HRID 61677Notes

Reaction equation

HRID 61677 reaction equation
Cl.Cl.[NH:3]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH2:24][CH2:25][N:26]5[CH2:30][CH2:29][CH2:28][CH2:27]5)[CH:21]=4)[N:16]=[C:15]([C:31]4[CH:32]=[C:33]([NH:37][C:38](=[O:42])[CH2:39][CH2:40][CH3:41])[CH:34]=[CH:35][CH:36]=4)[N:14]=3)=[CH:9][CH:10]=2)[CH:5]=[N:4]1>Cl>[NH:3]1[C:11]2[C:6](=[CH:7][C:8]([NH:12][C:13]3[C:22]4[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH2:24][CH2:25][N:26]5[CH2:30][CH2:29][CH2:28][CH2:27]5)[CH:21]=4)[N:16]=[C:15]([C:31]4[CH:32]=[C:33]([NH:37][C:38](=[O:42])[CH2:39][CH2:40][CH3:41])[CH:34]=[CH:35][CH:36]=4)[N:14]=3)=[CH:9][CH:10]=2)[CH:5]=[N:4]1

Participants

3

Reactant 1

HCID 66826580n-(3-(4-(1h-Indazol-5-ylamino)-6-(2-(pyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide di-hydrochloride salt

Product 1

HCID 25012088N-(3-(4-(1H-Indazol-5-ylamino)-6-(2-(pyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The purified solid was taken up in HCl (4M in 1,4 dioxane, 2 mL) and stirred at RT for 2 h. The volatiles were removed in vacuo to give N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(pyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide di-hydrochloride salt (0.120 g, 0.198 mmol, 70% over two steps). MS 536 (M+1). HPLC retention time 4.61 mins.

Workup

  1. customThe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-2ee02fc8b32f435d907e175bb7cc8b11
Source dataset
uspto-grants-2016_09
Patent number
US09440961B2

Reaction notes

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