1-Oxa-2-azaspiro[4.5]dec-2-ene-3-carboxylic acid → HCID 178421912, compound

HRID 1518162Notes

Reaction equation

HRID 1518162 reaction equation
[Cl:1][C:2]1[C:3]([NH:22][C:23](=O)[CH3:24])=[C:4]([N+:19]([O-])=O)[C:5]([CH3:18])=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([F:17])([F:16])[F:15])[CH:7]=1.[O:26]1[C:30]2([CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)[CH2:29]C(C(O)=O)=[N:27]1>>[ClH:1].[Cl:1][C:2]1[C:3]2[NH:22][C:23]([C:24]3[CH2:29][C:30]4([CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]4)[O:26][N:27]=3)=[N:19][C:4]=2[C:5]([CH3:18])=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([F:17])([F:15])[F:16])[CH:7]=1

Participants

3

Reactant 2

HCID 509941141-Oxa-2-azaspiro[4.5]dec-2-ene-3-carboxylic acidHCID 59280056HCID 59280056, compound

Product 1

HCID 178421912HCID 178421912, compound

Procedure

The title compound was prepared from N-(5-chloro-2-methyl-3-nitro-2′-trifluoromethyl-biphenyl-4-yl)-acetamide (as prepared in the previous step) and 1-oxa-2-aza-spiro[4.5]dec-2-ene-3-carboxylic acid (as prepared in Example 1, step B) according to the procedures described in Example 1, steps E through H. 1H-NMR (400 MHz, d6-DMSO) δ: 7.87 (d, J=7.6 Hz, 1H), 7.75 (t, J=7.3 Hz, 1H), 7.66 (t, J=7.7 Hz, 1H), 7.40 (d, J=7.3 Hz, 1H), 7.07 (s, 1H), 3.34 (s, 2H), 2.16 (s, 3H), 1.62-1.83 (m, 6H), 1.31-1.61 (m, 4H). Mass Spectrum (LCMS, ESI pos.): Calcd. for C23H21ClF3N3O: 448.1 (M+H). found: 448.3.

Sources & evidence

ORD record
ord-d35b1a66e5fc4810b7b3ee83ede51b2d
Source dataset
uspto-grants-2012_07
Patent number
US08232409B2

Reaction notes

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