Triethylamine → HCID 57184532, compound

HRID 2287833Notes

Reaction equation

HRID 2287833 reaction equation
[CH2:1]([N:4]([CH2:17][CH2:18][CH3:19])[C@H:5]1[CH2:14][C:13]2[CH:12]=[C:11]([CH2:15][NH2:16])[CH:10]=[CH:9][C:8]=2[CH2:7][CH2:6]1)[CH2:2][CH3:3].C(N(CC)CC)C.[CH3:27][N:28]1[CH:32]=[C:31]([S:33](Cl)(=[O:35])=[O:34])[N:30]=[CH:29]1>O1CCCC1>[CH2:17]([N:4]([CH2:1][CH2:2][CH3:3])[C@H:5]1[CH2:14][C:13]2[CH:12]=[C:11]([CH2:15][NH:16][S:33]([C:31]3[N:30]=[CH:29][N:28]([CH3:27])[CH:32]=3)(=[O:35])=[O:34])[CH:10]=[CH:9][C:8]=2[CH2:7][CH2:6]1)[CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27368871-methyl-1H-imidazole-4-sulfonyl chlorideHCID 53917738HCID 53917738, compound

Product 1

HCID 57184532HCID 57184532, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
15 °C

Procedure

Using procedure 9, (R)-7-(dipropylamino)-5,6,7,8-tetrahydro-2-naphthalenemethanamine 9 and triethylamine in dry tetrahydrofuran was cooled to 15° C., and 1-methylimidazole-4-sulfonyl chloride was added. After extraction, purification by flash chromatography (tetrahydrofuran/ethyl acetate) gave the title compound as an oil. [α]D =+46° (25° C., CH3OH, c=0.7458).

Workup

  1. extractionAfter extraction, purification by flash chromatography (tetrahydrofuran/ethyl acetate)

Sources & evidence

ORD record
ord-0f32248b56cb4878986af5e666af5aff
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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