Hydrochloric Acid → HCID 49779735, compound

HRID 1406978Notes

Reaction equation

HRID 1406978 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([C:13]3[N:22]=[C:21]([NH:23][C:24]4[CH:25]=[C:26]5[C:30](=[CH:31][CH:32]=4)[N:29](C([O-])=O)[N:28]=[CH:27]5)[C:20]4[C:15](=[CH:16][C:17]([O:47][CH3:48])=[C:18]([O:36][CH2:37][CH2:38][N:39]5[CH2:45][CH2:44][CH2:43][N:42]([CH3:46])[CH2:41][CH2:40]5)[CH:19]=4)[N:14]=3)[CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>C(Cl)Cl.O1CCOCC1>[C:1]1([C:7]2[CH:8]=[C:9]([C:13]3[N:22]=[C:21]([NH:23][C:24]4[CH:25]=[C:26]5[C:30](=[CH:31][CH:32]=4)[NH:29][N:28]=[CH:27]5)[C:20]4[C:15](=[CH:16][C:17]([O:47][CH3:48])=[C:18]([O:36][CH2:37][CH2:38][N:39]5[CH2:45][CH2:44][CH2:43][N:42]([CH3:46])[CH2:41][CH2:40]5)[CH:19]=4)[N:14]=3)[CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86642409HCID 86642409, compound

Product 1

HCID 49779735HCID 49779735, compoundYield 26%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 5-(2-[(3-phenyl)phenyl)-7-methoxy-6-(2-(4-methyl-1,4-diazepan-1-yl)ethoxy)quinazolin-4-ylamino)-1H-indazole-1-carboxylate in CH2Cl2 (2 mL) was added HCl as a 4.0 M solution in 1,4 dioxane (8 mL) and the reaction was stirred at RT for 5 h. The volatiles were removed in vacuo and the crude product was washed with hexane and dried under vacuum to yield 2-[(3-phenyl)phenyl)-N-(1H-indazol-5-yl)-7-methoxy-6-(2-(4-methyl-1,4-diazepan-1-yl)ethoxy)quinazolin-4-amine (0.063 g, 0.105 mmole, 26% over 2 steps). MS 600.4 (M+1). HPLC retention time 5.01 mins.

Workup

  1. customThe volatiles were removed in vacuo
  2. washthe crude product was washed with hexane
  3. customdried under vacuum

Sources & evidence

ORD record
ord-2772a04555464e418b30bac801f174e1
Source dataset
uspto-grants-2014_12
Patent number
US08916576B2

Reaction notes

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