Methanol → HCID 58514762, compound

HRID 1404806Notes

Reaction equation

HRID 1404806 reaction equation
O1CCCCC1[O:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([C:15]2[N:20]=[C:19]3[N:21]([C:24]([C:27]4[CH:28]=[C:29]5[C:34](=[CH:35][CH:36]=4)[N:33]=[CH:32][CH:31]=[CH:30]5)([CH3:26])[CH3:25])[N:22]=[N:23][C:18]3=[CH:17][CH:16]=2)[CH:12]=[N:11]1.C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.CO>O>[N:33]1[C:34]2[C:29](=[CH:28][C:27]([C:24]([N:21]3[C:19]4=[N:20][C:15]([C:13]5[CH:12]=[N:11][N:10]([CH2:9][CH2:8][OH:7])[CH:14]=5)=[CH:16][CH:17]=[C:18]4[N:23]=[N:22]3)([CH3:25])[CH3:26])=[CH:36][CH:35]=2)[CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 66994859HCID 66994859, compound

Product 1

HCID 58514762HCID 58514762, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared by following the procedure described for example 146 from example 189 (0.050 g. 0.104 mmol), camphor sulphonic acid (0.121 g, 0.521 mmol), methanol (0.5 ml) and water (0.5 ml). Brown solid (0.031 g, 74%). M.P.: 95-98° C. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 8.85 (d, J=2.8 Hz, 1H). 8.46 (d, J=8.7 Hz, 1H), 8.40 (d, J=7.9 Hz, 1H), 8.22 (s, 1H), 8.00 (d, J=1.8 Hz, 1H), 7.91 (d, J=8.9 Hz, 1H), 7.85 (s, 1H), 7.68 (d, J=8.7 Hz, 1H), 7.53 (m, 2H), 4.87 (t, J=5.3 Hz, 1H), 4.11 (t, J=5.4 Hz, 2H), 3.70 (q, J=5.4 Hz, 2H), 2.46 (s, 6H).

Sources & evidence

ORD record
ord-aea43cb22a094fa9a82f33dbfc098349
Source dataset
uspto-grants-2014_12
Patent number
US08912331B2

Reaction notes

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