1,4-Dioxane hydrochloride → HCID 10077574, compound

HRID 1473841Notes

Reaction equation

HRID 1473841 reaction equation
[P:1]([O:13][CH2:14][CH2:15][N:16]([CH2:21][CH2:22][CH2:23][O:24][C:25]1[CH:34]=[C:33]2[C:28]([C:29]([NH:35][C:36]3[CH:40]=[C:39]([CH2:41][C:42]([NH:44][C:45]4[CH:50]=[CH:49][CH:48]=[C:47]([F:51])[CH:46]=4)=[O:43])[NH:38][N:37]=3)=[N:30][CH:31]=[N:32]2)=[CH:27][CH:26]=1)[CH2:17][CH2:18][O:19][CH3:20])([O:8]C(C)(C)C)([O:3]C(C)(C)C)=[O:2].O1CCOCC1.Cl>O1CCOCC1>[P:1]([OH:8])([OH:3])([O:13][CH2:14][CH2:15][N:16]([CH2:21][CH2:22][CH2:23][O:24][C:25]1[CH:34]=[C:33]2[C:28]([C:29]([NH:35][C:36]3[CH:40]=[C:39]([CH2:41][C:42]([NH:44][C:45]4[CH:50]=[CH:49][CH:48]=[C:47]([F:51])[CH:46]=4)=[O:43])[NH:38][N:37]=3)=[N:30][CH:31]=[N:32]2)=[CH:27][CH:26]=1)[CH2:17][CH2:18][O:19][CH3:20])=[O:2]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 68662690HCID 68662690, compound

Product 1

HCID 10077574HCID 10077574, compoundYield 108%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Di-tert-butyl 2-[[3-({4-[(5-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]quinazolin-7-yl}oxy)propyl](2-methoxyethyl)amino]ethyl phosphate (200 mg, 0.3 mmol) was solubilised in dioxane (7 ml) and treated with a mixture of dioxane/hydrochloric acid (4.0 N, 0.5 ml) at 20° C. overnight. A light yellow solid was recovered by filtration and dried in vacuo (55° C., 12 h) to yield 2-[[3-({4-[(5-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-3-yl)amino]quinazolin-7-yl}oxy)propyl](2-methoxyethyl)amino]ethyl dihydrogen phosphate (200 mg, 85% yield) as a pale yellow solid:

Workup

  1. filtrationA light yellow solid was recovered by filtration
  2. customdried in vacuo (55° C., 12 h)

Sources & evidence

ORD record
ord-5530772d1b6046c8a9e4467bc7bbd08a
Source dataset
uspto-grants-2015_04
Patent number
US09018191B2

Reaction notes

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