Triethylamine → HCID 86717474, compound

HRID 712016Notes

Reaction equation

[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([NH2:11])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.Cl[C:13]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][N:16]=[C:15]2[CH:22]=[CH:23][S:24][C:14]=12.C(N(CC)CC)C>C(O)(C)C>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([NH:11][C:13]3[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][N:16]=[C:15]4[CH:22]=[CH:23][S:24][C:14]=34)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 1,4-dioxaspiro[4.5]decan-8-amine (from J&W PharmLab, 0.40 g, 2.5 mmol), 7-chloro-6-nitrothieno[3,2-b]pyridine (0.29 g, 1.4 mmol) and triethylamine (0.38 mL, 2.7 mmol) in isopropyl alcohol (4.4 mL) was stirred at 90° C. for 2 h. The mixture was concentrated to give the desired product to be used in the next step directly. LCMS calculated for C15H18N3O4S (M+H)+: m/z=336.1. Found: 336.0.

Workup

concentrationThe mixture was concentrated

Sources & evidence

ORD record: ord-1a9781b083df476cb5408ab4428756f1
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181271B2

Reaction notes

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