2-(Morpholin-2-yl)acetic acid hydrochloride → 2-(4-((6-(2-bromo-4-fluorophenyl)-5-(ethoxycarbonyl)-2-(1-methyl-1H-1,2,4-triazol-3-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholin-2-yl)acetic acid

HRID 524696Notes

Reaction equation

HRID 524696 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH2:20]Br)[NH:12][C:11]([C:22]2[N:26]=[CH:25][N:24]([CH3:27])[N:23]=2)=[N:10]1.Cl.[NH:29]1[CH2:34][CH2:33][O:32][CH:31]([CH2:35][C:36]([OH:38])=[O:37])[CH2:30]1>>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[N:10]=[C:11]([C:22]2[N:26]=[CH:25][N:24]([CH3:27])[N:23]=2)[NH:12][C:13]([CH2:20][N:29]2[CH2:34][CH2:33][O:32][CH:31]([CH2:35][C:36]([OH:38])=[O:37])[CH2:30]2)=[C:14]1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

3

Reactant 2

HCID 452599202-(Morpholin-2-yl)acetic acid hydrochlorideHCID 90043165Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(1-methyl-1H-1,2,4-triazol-3-yl)-1,4-dihydropyrimidine-5-carboxylate

Product 1

HCID 900436392-(4-((6-(2-bromo-4-fluorophenyl)-5-(ethoxycarbonyl)-2-(1-methyl-1H-1,2,4-triazol-3-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholin-2-yl)acetic acidYield 42%

Procedure

Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(1-methyl-1H-1,2,4-triazol-3-yl)-1,4-dihydropyrimidine-5-carboxylate (1 g, 2 mmol) was reacted with 2-(morpholin-2-yl)acetic acid hydrochloride (0.36 g, 2 mmol) according to the procedure as described in Example 1, Step C to give the title compound as a yellow solid (0.47 g, 42%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-1e289042a83f4bb4b2879a0c58a254cc
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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