6-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4'-piperidin]-4-one → HCID 178488445, compound

HRID 545185Notes

Reaction equation

HRID 545185 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[C:9]3[C:19](=[CH:20][CH:21]=2)[O:18][C:12]2([CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH2:11][C:10]3=[O:22])[CH:4]=[N:3]1.[CH3:23][O:24][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]2[C:34]=1[CH:33]=[C:32]([C:35](O)=[O:36])[CH:31]=[C:30]2[C:38]1[NH:42][N:41]=[N:40][N:39]=1>>[CH3:23][O:24][C:25]1[CH:26]=[CH:27][CH:28]=[C:29]2[C:34]=1[CH:33]=[C:32]([C:35]([N:15]1[CH2:14][CH2:13][C:12]3([CH2:11][C:10](=[O:22])[C:9]4[C:19](=[CH:20][CH:21]=[C:7]([C:5]5[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=5)[CH:8]=4)[O:18]3)[CH2:17][CH2:16]1)=[O:36])[CH:31]=[C:30]2[C:38]1[NH:39][N:40]=[N:41][N:42]=1

Participants

3

Reactant 2

HCID 575192446-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4'-piperidin]-4-oneHCID 178488446HCID 178488446, compound

Product 1

HCID 178488445HCID 178488445, compound

Procedure

The compound is synthesized according to the procedure described in Example 1, using 6-(1-methyl-1H-pyrazol-4-yl)spiro[chroman-2,4′-piperidin]-4-one instead of 4-oxospiro(chroman-2,4′-piperidin)-6-yl acetamide, and 8-methoxy-4-(1H-tetrazol-5-yl)-2-naphthoic acid instead of 4,8-dimethoxyquinoline-2-carboxylic acid. 1H-NMR (400 MHz, DMSO-d6) δ: 8.39 (1H, s), 8.21 (1H, d, J=8.0 Hz), 8.12 (1H, s), 8.01 (1H, d, J=2.0 Hz), 7.83-7.77 (3H, m), 7.63 (1H, t, J=8 Hz), 7.15 (1H, d, J=8 Hz), 7.11 (1H, d, J=8.0 Hz), 4.40-4.22 (1H, m), 4.02 (3H, s), 3.83 (3H, s), 3.70-3.30 (3H, m), 2.89 (2H, s), 2.12-1.75 (4H, m). MS [M+H]+=550.

Workup

  1. customThe compound is synthesized

Sources & evidence

ORD record
ord-285e9347d1564f29b38c948558c701cb
Source dataset
uspto-grants-2011_05
Patent number
US07935712B2

Reaction notes

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