HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Water → 2-[(7-Bromo-5-methyl-quinazolin-4-yl)amino]-5-fluoro-phenol

HRID 2281103
Notes
Print preview

Reaction equation

HRID 2281103 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[NH:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Br:28])=[CH:24][C:25]=2[CH3:27])[N:20]=[CH:19][N:18]=1)C1C=CC=CC=1.B(Br)(Br)Br.O>C(Cl)Cl>[Br:28][C:23]1[CH:22]=[C:21]2[C:26]([C:17]([NH:16][C:10]3[CH:11]=[CH:12][C:13]([F:15])=[CH:14][C:9]=3[OH:8])=[N:18][CH:19]=[N:20]2)=[C:25]([CH3:27])[CH:24]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 86718470N-(2-benzyloxy-4-fluoro-phenyl)-7-bromo-5-methyl-quinazolin-4-amine

Product 1

HCID 901224722-[(7-Bromo-5-methyl-quinazolin-4-yl)amino]-5-fluoro-phenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A mixture of 10 g (22.8 mmol) of N-(2-benzyloxy-4-fluoro-phenyl)-7-bromo-5-methyl-quinazolin-4-amine (Intermediate V.1 step 1) and DCM is cooled to 0° C. and 34.2 ml (34.2 mmol) 1M BBr3 in DCM are added dropwise. After 6 h water is added carefully and the precipitate is filtered off, suspended in water and neutralized with 32% aq. ammonia solution. After 2 h the precipitate is filtered off and dried furnishing 2-[(7-bromo-5-methyl-quinazolin-4-yl)amino]-5-fluoro-phenol.

Workup

  1. filtrationthe precipitate is filtered off
  2. filtrationAfter 2 h the precipitate is filtered off
  3. customdried

Sources & evidence

ORD record
ord-72cd1ad572174db9b4072cafd0ff676d
Source dataset
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09139577B2

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes