HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Ethanolamine → Ethyl 4-(2-bromo-4-fluorophenyl)-6-(((S)-3-((2-hydroxyethyl)carbamoyl)morpholino) methyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

HRID 524627
Notes
Print preview

Reaction equation

HRID 524627 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[N:14]=[C:13]([C:15]2[S:16][CH:17]=[CH:18][N:19]=2)[NH:12][C:11]([CH2:20][N:21]2[CH2:26][CH2:25][O:24][CH2:23][C@H:22]2[C:27](O)=[O:28])=[C:10]1[C:30]([O:32][CH2:33][CH3:34])=[O:31].[NH2:35][CH2:36][CH2:37][OH:38]>>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:10]([C:30]([O:32][CH2:33][CH3:34])=[O:31])=[C:11]([CH2:20][N:21]2[CH2:26][CH2:25][O:24][CH2:23][C@H:22]2[C:27](=[O:28])[NH:35][CH2:36][CH2:37][OH:38])[NH:12][C:13]([C:15]2[S:16][CH:17]=[CH:18][N:19]=2)=[N:14]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 700EthanolamineHCID 90044129(3S)-4-((6-(2-bromo-4-fluorophenyl)-5-(ethoxycarbonyl)-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholine-3-carboxylic acid

Product 1

HCID 73295976Ethyl 4-(2-bromo-4-fluorophenyl)-6-(((S)-3-((2-hydroxyethyl)carbamoyl)morpholino) methyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylateYield 56%

Procedure

(3S)-4-((6-(2-bromo-4-fluorophenyl)-5-(ethoxycarbonyl)-2-(thiazol-2-yl)-3,6-dihydropyrimidin-4-yl)methyl)morpholine-3-carboxylic acid (0.5 g, 0.9 mmol) was reacted with 2-aminoethanol (72 mg, 1.2 mmol) according to the procedure as described in Example 53 to give the title compound as a yellow solid (0.3 g, 56%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-2020b4d8f2aa41cc84192300ff8f4188
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09340538B2

Reaction notes

Loading…

On this pageParticipantsProcedureSources & evidenceReaction notes