3-Pentanamine → 2-methyl-N-(pentan-3-yl)-2-(4-(pyrimidin-5-yl)phenyl)propanamide

HRID 1175641Notes

Reaction equation

HRID 1175641 reaction equation
[CH3:1][C:2]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)=[CH:9][CH:8]=1)([CH3:6])[C:3]([OH:5])=O.[CH3:19][CH2:20][CH:21]([NH2:24])[CH2:22][CH3:23]>>[CH3:6][C:2]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)=[CH:9][CH:8]=1)([CH3:1])[C:3]([NH:24][CH:21]([CH2:22][CH3:23])[CH2:20][CH3:19])=[O:5]

Participants

3

Reactant 2

HCID 120193-PentanamineHCID 687772492-Methyl-2-(4-(pyrimidin-5-yl)phenyl)propanoic acid

Product 1

HCID 587893222-methyl-N-(pentan-3-yl)-2-(4-(pyrimidin-5-yl)phenyl)propanamideYield 67%

Procedure

Prepared in a similar manner to Example 20 starting from 2-methyl-2-(4-(pyrimidin-5-yl)phenyl)propanoic acid (example 25a) and pentan-3-amine. Yield: 67%. 1H NMR (400 MHz, dMSO): δ 0.71-0.75 (m, 6H), 1.26-1.42 (m, 4H), 1.49 (s, 6H), 3.57-3.59 (m, 1H), 6.91-6.93 (d, 1H), 7.45-7.48 (d, 2H), 7.77-7.79 (d, 2H), 9.14 (s, 2H), 9.17 (s, 1H); MS+H (312).

Sources & evidence

ORD record
ord-ae5c48a0dfee4ae08fa5002be7bf2aea
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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