Triethylamine → HCID 57665498, compound

HRID 2358427Notes

Reaction equation

[NH2:1][CH:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:6]([CH:15]=[CH2:16])[CH:5]=1)[CH3:3].C(N(CC)CC)C.[C:24]([C:28]1[CH:33]=[CH:32][C:31]([N:34]=[C:35]=[O:36])=[CH:30][CH:29]=1)([CH3:27])([CH3:26])[CH3:25]>C(Cl)Cl>[C:24]([C:28]1[CH:33]=[CH:32][C:31]([NH:34][C:35](=[O:36])[NH:1][C@@H:2]([C:4]2[CH:9]=[CH:8][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:6]([CH:15]=[CH2:16])[CH:5]=2)[CH3:3])=[CH:30][CH:29]=1)([CH3:27])([CH3:25])[CH3:26]

Participants

Conditions

Temperature: 0 °C

Procedure

N-[4-(1-Aminoethyl)-2-vinylphenyl]methanesulfonamide (236.7 mg, 0.985 mmol, 1 eq.) and Triethylamine (274.6 μl, 1.970 mmol, 2 eq.) were added in methylene chloride. The reaction mixture was cooled down to 0° C. 4-tert-Butylphenyl isocyanate (192.5 μl, 1.083 mmol, 1.3 eq.) was added. The reaction mixture was stirred for 40 min. Methylene chloride was removed in vacuo. The residue was purified with column chromatography (n-Hx:EA=2:1) to yield title compound (155.4 mg, 38%) as white solid.

Workup

customMethylene chloride was removed in vacuo
customThe residue was purified with column chromatography (n-Hx:EA=2:1)

Sources & evidence

ORD record: ord-312e403f4053424eb182d38236fc4cca
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07763657B2

Reaction notes

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