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Hydrochloric Acid → HCID 22625018, compound

HRID 1737557
Notes
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Reaction equation

HRID 1737557 reaction equation
[Cl:1][C:2]1[C:8]([OH:9])=[CH:7][C:5]([NH2:6])=[C:4]([F:10])[CH:3]=1.Cl[C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH2:25][C:26]3[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=3)=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][N:13]=1.Cl>C(O)(C)C>[ClH:1].[Cl:1][C:2]1[C:8]([OH:9])=[CH:7][C:5]([NH:6][C:12]2[C:21]3[C:16](=[CH:17][C:18]([O:24][CH2:25][C:26]4[CH:31]=[CH:30][N:29]=[CH:28][CH:27]=4)=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[CH:14][N:13]=2)=[C:4]([F:10])[CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1586545-Amino-2-chloro-4-fluorophenolHCID 226249154-Chloro-6-methoxy-7-(4-pyridylmethoxy)quinazoline

Product 1

HCID 22625018HCID 22625018, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 4-chloro-2-fluoro-3-hydroxyaniline (118 mg, 0.7 mmol), (EP 061741 A2), and 4-chloro-6-methoxy-7-((4-pyridyl)methoxy)quinazoline (200 mg, 0.7 mmol), (prepared as described for the starting material in Example 13), in isopropanol (10 ml) and ethereal hydrogen chloride (5 ml) was heated at 80° C. for 2 hours and the mixture was allowed to cool. The precipitated product was collected by filtration, washed with isopropanol and dried to give 4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-((4-pyridyl)methoxy)quinazoline hydrochloride (110 mg, 31%).

Workup

  1. custom(prepared
  2. temperatureto cool
  3. filtrationThe precipitated product was collected by filtration
  4. washwashed with isopropanol
  5. customdried

Sources & evidence

ORD record
ord-fac0b38a7e7f47a2aece18efbf407ec8
Source dataset
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05962458

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes