N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(2-oxopyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide hydrochloride → N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(2-oxopyrrolidin-1-yl)ethoxy)-quinazolin-2-yl)phenyl)butyramide

HRID 61681Notes

Reaction equation

HRID 61681 reaction equation
Cl.[NH:2]1[C:10]2[C:5](=[CH:6][C:7]([NH:11][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][N:25]5[CH2:29][CH2:28][CH2:27][C:26]5=[O:30])[CH:20]=4)[N:15]=[C:14]([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:13]=3)=[CH:8][CH:9]=2)[CH:4]=[N:3]1>Cl>[NH:2]1[C:10]2[C:5](=[CH:6][C:7]([NH:11][C:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][N:25]5[CH2:29][CH2:28][CH2:27][C:26]5=[O:30])[CH:20]=4)[N:15]=[C:14]([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:13]=3)=[CH:8][CH:9]=2)[CH:4]=[N:3]1

Participants

3

Reactant 1

HCID 66826083N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(2-oxopyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide hydrochloride

Product 1

HCID 25012253N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(2-oxopyrrolidin-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, 30 mL) and stirred at RT for 4 h. The volatiles were removed in vacuo and the residue was washed with CH2Cl2 to give N-(3-(4-(1H-indazol-5-ylamino)-6-(2-(2-oxopyrrolidin-1-yl)ethoxy)quinazolin-2-yl)phenyl)butyramide hydrochloride (0.025 g, 0.043 mmol, 23% over two steps). MS 550 (M+1). HPLC retention time 5.30 mins.

Workup

  1. customThe volatiles were removed in vacuo
  2. washthe residue was washed with CH2Cl2

Sources & evidence

ORD record
ord-9a93396c39cb4addac856bb2d8952c4c
Source dataset
uspto-grants-2016_09
Patent number
US09440961B2

Reaction notes

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