Diisopropylethylamine → 4-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-ylmethyl)-morpholine

HRID 898121Notes

Reaction equation

HRID 898121 reaction equation
[N:1]1([CH2:7][C:8]#[C:9][C:10](=O)[CH3:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br.[CH2:14]([S:20][C:21](=[NH:23])[NH2:22])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C(N(CC)C(C)C)(C)C>CN(C=O)C>[CH2:14]([S:20][C:21]1[N:23]=[C:8]([CH2:7][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH:9]=[C:10]([CH3:11])[N:22]=1)[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 12387367(Hexylsulfanyl)methanimidamide hydrobromideHCID 674677495-(Morpholin-4-yl)pent-3-yn-2-one

Product 1

HCID 114497314-(2-Hexylsulfanyl-6-methyl-pyrimidin-4-ylmethyl)-morpholine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Morpholin-4-yl-pent-3-yn-2-one (1 g, 6 mmol) and 2-hexyl-isothiourea hydrobromide (1.06 g, 7 mmol) were dissolved under nitrogen in DMF (10 mL), then N,N-diisopropyl ethylamine (4.1 mL, 24 mmol) was added and stirring at the room temperature continued for 18 hours.

Sources & evidence

ORD record
ord-41d0e0c52dd248a5b010bd4b8401643a
Source dataset
uspto-grants-2008_04
Patent number
US07351700B2

Reaction notes

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