Triethylamine hydrochloride → HCID 178464141, compound

HRID 1170446Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([OH:35])[C:17]2[C:12](=[CH:13][C:14](C#N)=[CH:15][C:16]=2[C:18]([F:21])([F:20])[F:19])[N:11]([CH2:24][C@H:25]2[CH2:28][C@H:27]([N:29]([CH2:32][CH3:33])[CH2:30][CH3:31])[CH2:26]2)[C:10]1=[O:34].Cl.C([N:39]([CH2:42]C)CC)C.[N-:44]=[N+:45]=[N-:46].[Na+]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([OH:35])[C:17]2[C:12](=[CH:13][C:14]([N:45]3[N:46]=[N:39][CH:42]=[N:44]3)=[CH:15][C:16]=2[C:18]([F:21])([F:20])[F:19])[N:11]([CH2:24][C@H:25]2[CH2:28][C@H:27]([N:29]([CH2:30][CH3:31])[CH2:32][CH3:33])[CH2:26]2)[C:10]1=[O:34]

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of the compound of Example 1-3 (40 mg, 0.076 mmol) in toluene (2 mL) were added triethylamine hydrochloride (10.8 mg, 0.076 mmol) and sodium azide (10.0 mg, 0.154 mmol) under nitrogen, and the mixture was stirred at 100° C. for 5 hours. The reaction solution was concentrated in vacuo and the residue was purified by preparative liquid chromatography to give the titled compound (15 mg).

Workup

concentrationThe reaction solution was concentrated in vacuo
customthe residue was purified by preparative liquid chromatography

Sources & evidence

ORD record: ord-2cc1d80888d54d9a8c40e2d0bcacadbe
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825155B2

Reaction notes

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