3-Morpholinecarboxylic acid → HCID 73296721, compound

HRID 524716Notes

Reaction equation

Br[CH2:2][C:3]1[NH:8][C:7]([C:9]2[C:14]([F:15])=[CH:13][C:12]([F:16])=[CH:11][N:10]=2)=[N:6][CH:5]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=2[Cl:24])[C:4]=1[C:25]([O:27][CH2:28][CH3:29])=[O:26].[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH:31]1[C:36]([OH:38])=[O:37]>>[Cl:24][C:18]1[CH:19]=[C:20]([F:23])[CH:21]=[CH:22][C:17]=1[CH:5]1[N:6]=[C:7]([C:9]2[C:14]([F:15])=[CH:13][C:12]([F:16])=[CH:11][N:10]=2)[NH:8][C:3]([CH2:2][N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH:31]2[C:36]([OH:38])=[O:37])=[C:4]1[C:25]([O:27][CH2:28][CH3:29])=[O:26]

Participants

Reactant 2

HCID 33401523-Morpholinecarboxylic acid

HCID 118107622HCID 118107622, compound

Product 1

HCID 73296721HCID 73296721, compoundYield 65.5%

Procedure

Ethyl 6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(3,5-difluoropyridin-2-yl)-1,4-dihydropyrimidine-5-carboxylate (0.75 g, 1.53 mmol) (The compound was synthesized according to the procedure as described in U.S. Pat. No. 7,074,784) was reacted with morpholine-3-carboxylic acid (0.2 g, 1.53 mmol) according to the procedure as described in Example 28 to give the title compound as a yellow solid (0.54 g, 65%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record: ord-d6b7ce53e8e14253b32df4ff2c4a7a09
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09340538B2

Reaction notes

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