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4-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine → 4-(5-Bromo-2-butoxy-phenyl)-6-chloro-pyrimidin-2-ylamine

HRID 28640
Notes
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Reaction equation

HRID 28640 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:16][CH2:17][CH2:18][CH3:19])=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[N:11]=[C:10]([NH2:15])[N:9]=2)[CH:7]=1.N[C:21]1N=C(C2C=C(Br)C=CC=2O)C=C(Cl)N=1>C(O)CCC>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:16][CH2:17][CH2:18][CH2:19][CH3:21])=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[N:11]=[C:10]([NH2:15])[N:9]=2)[CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 860043744-(5-Bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamineHCID 1360800122-(2-Amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol

Product 1

HCID 860043844-(5-Bromo-2-butoxy-phenyl)-6-chloro-pyrimidin-2-ylamineYield 51%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Following the method described in Example 135 for the synthesis of 4-(5-bromo-2-propoxy-phenyl)-6-chloro-pyrimidin-2-ylamine, 2-(2-amino-6-chloro-pyrimidin-4-yl)-4-bromo-phenol and butan-1-ol provided 4-(5-bromo-2-butoxy-phenyl)-6-chloro-pyrimidin-2-ylamine (51% yield).

Sources & evidence

ORD record
ord-1d14790471564a5b97e0d580c9fee8c2
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07419984B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes