(2S)-morpholin-2-ylmethanol hydrochloride → HCID 118107582, compound

HRID 524658Notes

Reaction equation

HRID 524658 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[S:23][CH:24]=[CH:25][N:26]=2)=[N:10]1.Cl.[NH:28]1[CH2:33][CH2:32][O:31][C@H:30]([CH2:34][OH:35])[CH2:29]1>>[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][N:28]2[CH2:33][CH2:32][O:31][C@H:30]([CH2:34][OH:35])[CH2:29]2)[NH:12][C:11]([C:22]2[S:23][CH:24]=[CH:25][N:26]=2)=[N:10]1

Participants

3

Reactant 2

HCID 53483542(2S)-morpholin-2-ylmethanol hydrochlorideHCID 59495567Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Product 1

HCID 118107582HCID 118107582, compoundYield 23.2%

Procedure

Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (1 g, 2 mmol) was reacted with (S)-morpholin-2-ylmethanol hydrochloride (0.34 g, 2.2 mmol) according to the procedure as described in Example 25, Step B to give the title compound as a yellow solid (0.25 g, 23%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-8611c9679fd54b38a175530161ccf5d8
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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