Triethylamine → HCID 178427912, compound

HRID 656329Notes

Reaction equation

HRID 656329 reaction equation
Cl.[CH:2]1([CH2:5][N:6]([C@H:15]2[CH2:20][CH2:19][C@H:18]([OH:21])[CH2:17][CH2:16]2)[C:7]([C@H:9]2[CH2:14][CH2:13][CH2:12][NH:11][CH2:10]2)=[O:8])[CH2:4][CH2:3]1.[Cl:22][C:23]1[C:24]([CH3:33])=[C:25]([S:29](Cl)(=[O:31])=[O:30])[CH:26]=[CH:27][CH:28]=1.C(N(CC)CC)C>C(#N)C>[Cl:22][C:23]1[C:24]([CH3:33])=[C:25]([S:29]([N:11]2[CH2:12][CH2:13][CH2:14][C@H:9]([C:7]([N:6]([CH2:5][CH:2]3[CH2:3][CH2:4]3)[C@H:15]3[CH2:16][CH2:17][C@H:18]([OH:21])[CH2:19][CH2:20]3)=[O:8])[CH2:10]2)(=[O:31])=[O:30])[CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5227343-Chloro-2-methylbenzenesulfonyl chlorideHCID 178479694HCID 178479694, compound

Product 1

HCID 178427912HCID 178427912, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of (3S)-N-(cyclopropylmethyl)-N-(trans-4-hydroxycyclohexyl)piperidine-3-carboxamide hydrochloride (10 mg, 0.03 mmol), 3-chloro-2-methylbenzenesulfonyl chloride (7.1 mg, 0.03 mmol), triethylamine (11 μL, 0.08 mmol) in acetonitrile (0.2 mL) was stirred at r.t. for 1 hour, then purified with flash column. 5.1 mg (yield: 34%) final product was obtained. LCMS: m/z 468.9 (M+H)+.

Workup

  1. custompurified with flash column

Sources & evidence

ORD record
ord-a31408777ad94398bff9783be22f2fd4
Source dataset
uspto-grants-2011_12
Patent number
US08071624B2

Reaction notes

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