Diisopropylethylamine → HCID 86596150, compound

HRID 2222936Notes

Reaction equation

HRID 2222936 reaction equation
C(Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[C:10]([CH2:12][NH:13][C:14]([C@@H:16]1[CH2:21][CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:22][S:23]([C:26]1[CH:31]=[CH:30][C:29]([S:32][CH2:33][CH2:34][NH2:35])=[CH:28][CH:27]=1)(=[O:25])=[O:24])=[O:15])#[N:11].C(N(C(C)C)CC)(C)C>O1CCCC1>[S:23]([OH:24])(=[O:25])(=[O:8])[CH3:26].[C:10]([CH2:12][NH:13][C:14]([C@@H:16]1[CH2:21][CH2:20][CH2:19][CH2:18][C@H:17]1[CH2:22][S:23]([C:26]1[CH:31]=[CH:30][C:29]([S:32][CH2:33][CH2:34][NH:35][C:2]2[CH:3]=[CH:4][N:5]=[CH:6][CH:7]=2)=[CH:28][CH:27]=1)(=[O:24])=[O:25])=[O:15])#[N:11]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 417436Pyridine-4-carbonyl chlorideHCID 10272041HCID 10272041, compound

Product 1

HCID 86596150HCID 86596150, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of isonicotinoyl hydrochloride (20 mg, 0.112 mmol) and trans-N-cyanomethyl-2-[4-(aminoethylsulfanyl)benzenesulfonylmethyl]cyclohexanecarboxamide (50 mg, 0.102 mmol) in tetrahydrofuran (1 mL) was added diisopropylethylamine (71 μL, 0.407 mmol). The reaction mixture was stirred overnight at room temperature, then purified directly on a short plug of silica gel (5-10% methanol/dichloromethane) to give the title compound. MS [ESI, (M+H)+] m/z=501 amu.

Workup

  1. custompurified directly on a short plug of silica gel (5-10% methanol/dichloromethane)

Sources & evidence

ORD record
ord-9514233c72d248a6a72b1b1c97be3c17
Source dataset
uspto-grants-2008_05
Patent number
US07371747B2

Reaction notes

Loading…