1-Oxa-2-azaspiro[4.5]dec-2-ene-3-carboxylic acid → HCID 178505605, compound

HRID 1518164Notes

Reaction equation

HRID 1518164 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])[CH:5]=[C:6]([N+:9]([O-])=O)[C:7]=1[NH2:8].[O:19]1[C:23]2([CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[CH2:22][C:21]([C:29](O)=O)=[N:20]1>>[Cl:1][C:2]1[C:7]2[NH:8][C:29]([C:21]3[CH2:22][C:23]4([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]4)[O:19][N:20]=3)=[N:9][C:6]=2[CH:5]=[C:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])[CH:3]=1

Participants

3

Reactant 2

HCID 509941141-Oxa-2-azaspiro[4.5]dec-2-ene-3-carboxylic acidHCID 59280101HCID 59280101, compound

Product 1

HCID 178505605HCID 178505605, compound

Procedure

The title compound was prepared from 3-chloro-2′-fluoro-5-nitro-biphenyl-4-ylamine (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 16, steps B and C. 1H-NMR (400 MHz, d4-MeOH) δ: 7.64 (br. s., 1H), 7.52 (td, J=7.8, 1.8 Hz, 1H), 7.48 (s, 1H), 7.35-7.43 (m, 1H), 7.27 (td, J=7.5, 1.3 Hz, 1H), 7.21 (ddd, J=11.1, 8.2, 1.1 Hz, 1H), 1.71-1.88 (m, 6H), 1.48-1.66 (m, 4H).

Sources & evidence

ORD record
ord-497e474d8c314e56b939606754997f40
Source dataset
uspto-grants-2012_07
Patent number
US08232409B2

Reaction notes

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