3,3-Dimethylbutanoyl chloride → HCID 11670813, compound

HRID 1714365Notes

Reaction equation

HRID 1714365 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH:11]=[C:10]([NH:12][C:13](=[O:30])[CH:14]([NH:18][C:19](=[O:29])[CH2:20][C:21]3[CH:26]=[C:25]([F:27])[CH:24]=[C:23]([F:28])[CH:22]=3)[CH2:15][CH2:16][CH3:17])[N:9]=[CH:8]2)[CH2:3][CH2:2]1.[C:31]([CH2:35][C:36](Cl)=[O:37])([CH3:34])([CH3:33])[CH3:32]>>[CH3:32][C:31]([CH3:34])([CH3:33])[CH2:35][C:36]([N:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH:11]=[C:10]([NH:12][C:13](=[O:30])[CH:14]([NH:18][C:19](=[O:29])[CH2:20][C:21]3[CH:26]=[C:25]([F:27])[CH:24]=[C:23]([F:28])[CH:22]=3)[CH2:15][CH2:16][CH3:17])[N:9]=[CH:8]2)[CH2:3][CH2:2]1)=[O:37]

Participants

3

Reactant 2

HCID 815143,3-Dimethylbutanoyl chlorideHCID 11517334HCID 11517334, compound

Product 1

HCID 11670813HCID 11670813, compound

Procedure

Following the procedure for Example 21; 2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoic acid (1-piperidin-4-yl-1H-imidazol-4-yl)-amide was coupled with t-butylacetylchloride to afford the title compound: C13 NMR (100 MHz, CDCl3) 13.9, 18.9, 30.2, 31.6, 33.0, 33.8, 36.0, 40.6, 43.0, 44.9, 45.7, 53.0, 55.7, 102.6, 102.8, 103.1, 105.8, 112.3, 112.4, 112.5, 112.6, 131.5, 137.8, 138.8, 138.9, 161.8, 162.0, 164.3, 164.5, 169.3, 169.5, 170.6; MS 518.30 m/z (M+1).

Sources & evidence

ORD record
ord-865d8a9a33884c67afdc2fa0edddec92
Source dataset
uspto-grants-2010_09
Patent number
US07795447B2

Reaction notes

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