Methyl isothiocyanate → HCID 86629529, compound

HRID 1711167Notes

Reaction equation

HRID 1711167 reaction equation
[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][CH2:9][C@H:10]([N:12]1[CH2:17][CH2:16][CH:15]([NH:18][CH2:19][C:20]2[CH:24]=[CH:23][S:22][CH:21]=2)[CH2:14][CH2:13]1)[CH3:11])([CH3:4])([CH3:3])[CH3:2].[CH3:26][N:27]=[C:28]=[S:29]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:25])[NH:7][CH2:8][CH2:9][C@H:10]([N:12]1[CH2:17][CH2:16][CH:15]([N:18]([CH2:19][C:20]2[CH:24]=[CH:23][S:22][CH:21]=2)[C:28]([NH:27][CH3:26])=[S:29])[CH2:14][CH2:13]1)[CH3:11])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 59458132HCID 59458132, compound

Product 1

HCID 86629529HCID 86629529, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following general procedure H: to ((R)-3-{4-[(Thiophen-3-ylmethyl)-amino]-piperidin-1-yl}-butyl)-carbamic acid tert-butyl ester (1.0 g, 2.72 mmol) in dry CH2Cl2 (20 ml) was added methylisothiocyanate (223 μl, 3.26 mmol). The reaction mixture was then allowed to stir at room temperature overnight under N2 pressure to yield {(R)-3-[4-(3-methyl-1-thiophen-3-ylmethyl-thioureido)-piperidin-1-yl]-butyl}-carbamic acid tert-butyl ester as yellow oil.

Sources & evidence

ORD record
ord-78c64b6c5b5c48c2b4ca1854d3c14f16
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

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