2,4,6-Trimethylbenzoic acid → HCID 24874979, compound

HRID 1876929Notes

Reaction equation

HRID 1876929 reaction equation
[NH2:1][CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[O:14][CH:15]=[C:16]([CH2:18][NH:19][C:20]3[CH:25]=[C:24]([CH3:26])[CH:23]=[CH:22][N:21]=3)[CH:17]=2)=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].CCN(C(C)C)C(C)C.[CH3:36][C:37]1[CH:45]=[C:44]([CH3:46])[CH:43]=[C:42]([CH3:47])[C:38]=1[C:39](O)=[O:40]>CS(C)=O>[CH3:26][C:24]1[CH:23]=[CH:22][N:21]=[C:20]([NH:19][CH2:18][C:16]2[CH:17]=[C:13]([C:10]3[CH:9]=[CH:8][C:7]([CH2:6][CH:2]([NH:1][C:39](=[O:40])[C:38]4[C:42]([CH3:47])=[CH:43][C:44]([CH3:46])=[CH:45][C:37]=4[CH3:36])[C:3]([OH:5])=[O:4])=[CH:12][CH:11]=3)[O:14][CH:15]=2)[CH:25]=1

Participants

5

Reactant 3

HCID 101942,4,6-Trimethylbenzoic acidHCID 81531DiisopropylethylamineHCID 68950908HCID 68950908, compound

Product 1

HCID 24874979HCID 24874979, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

50 mg of (11) as 2HCl salt and 1201l of DIPEA were dissolved in 1 ml of DMSO. 29 mg of the OAT ester of 2,4,6-trimethylbenzoic acid were added. The solution was stirred for 12 h and the product was purified by HPLC to give 10.8 mg of (12) as TFA salt.

Workup

  1. customthe product was purified by HPLC

Sources & evidence

ORD record
ord-d0002379401c441eb7825e427e1434d0
Source dataset
uspto-grants-2012_11
Patent number
US08309735B2

Reaction notes

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