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Neopentylamine → 3-[6-(2,2-Dimethyl-propylamino)-pyrimidin-4-ylamino]-4,N-dimethyl-benzamide

HRID 852042
Notes
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Reaction equation

HRID 852042 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=2[CH3:19])[C:12]([NH:14][CH3:15])=[O:13])[CH:3]=1.[CH2:20]([NH2:25])[C:21]([CH3:24])([CH3:23])[CH3:22]>CS(C)=O>[CH3:22][C:21]([CH3:24])([CH3:23])[CH2:20][NH:25][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=2[CH3:19])[C:12]([NH:14][CH3:15])=[O:13])[CH:3]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 79882NeopentylamineHCID 589285143-(6-Chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide

Product 1

HCID 589285373-[6-(2,2-Dimethyl-propylamino)-pyrimidin-4-ylamino]-4,N-dimethyl-benzamideYield 99%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 3-(6-chloro-pyrimidin-4-ylamino)-4,N-dimethyl-benzamide (0.4 g, 1.44 mmol) in DMSO (3 mL), neopentylamine (0.4 mL, 3.39 mmol) was added. The resulting solution was heated at 110° C. for 4 days. The product was purified by silica gel column chromatography using ethyl acetate as eluent to afford the product (0.45 g, yield 99%). MS (m/z): 328 (M+H).

Workup

  1. customThe product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-1f5666c6502b4edd9dabd5a855918399
Source dataset
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07253174B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes