Triethylamine hydrochloride → HCID 57438329, compound

HRID 1161054Notes

Reaction equation

[C:1]([C:4]1[CH:33]=[CH:32][C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH:16]([O:25][CH:26]3[CH2:31][CH2:30][CH2:29][CH2:28][O:27]3)[C:17]3[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=3)[C:20]#[N:21])=[CH:12][CH:11]=2)=[C:6]([CH2:34][CH3:35])[C:5]=1[OH:36])(=[O:3])[CH3:2].[N-:37]=[N+:38]=[N-:39].[Na+].Cl.C(N(CC)CC)C>>[CH2:34]([C:6]1[C:5]([OH:36])=[C:4]([C:1](=[O:3])[CH3:2])[CH:33]=[CH:32][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]([O:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][O:27]2)[C:17]2[CH:24]=[CH:23][CH:22]=[C:19]([C:20]3[N:37]=[N:38][NH:39][N:21]=3)[CH:18]=2)=[CH:12][CH:11]=1)[CH3:35]

Participants

Reactant 3

HCID 11130Triethylamine hydrochloride

HCID 33557Sodium Azide

HCID 57884480HCID 57884480, compound

Product 1

HCID 57438329HCID 57438329, compound

Procedure

Employing the procedure of Example 1 using 3-[[4-(4-acetyl-2-ethyl-3-hydroxy-phenoxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-benzonitrile (869 mg, 1.79 mmol), sodium azide (1.16 g, 17.9 mmol), and triethylamine hydrochloride (2.46 g, 17.9 mmol), the title product is obtained as a clear oil (900 mg, 66%): MS (esi negative) m/z (rel intensity) 527 (100).

Sources & evidence

ORD record: ord-e8ea1f26333747e6ae933c0d8baf7511
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07816523B2

Reaction notes

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