3-Methylbenzeneethanol → HCID 67076640, compound

HRID 2094754Notes

Reaction equation

HRID 2094754 reaction equation
C(O[C:4]([C:6]1[S:7][C:8]([CH2:12][CH3:13])=[C:9]([OH:11])[N:10]=1)=[O:5])C.[C:14]1([CH3:23])[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH2:21]O)[CH:15]=1.Cl.C[O:26][C:27]([C:29]1([NH2:38])[CH2:37][C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30]1)=[O:28]>>[CH2:12]([C:8]1[S:7][C:6]([C:4]([NH:38][C:29]2([C:27]([OH:28])=[O:26])[CH2:30][C:31]3[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH2:37]2)=[O:5])=[N:10][C:9]=1[O:11][CH2:21][CH2:20][C:16]1[CH:15]=[C:14]([CH3:23])[CH:19]=[CH:18][CH:17]=1)[CH3:13]

Participants

4

Reactant 3

HCID 746483-MethylbenzeneethanolHCID 45074056methyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate hydrochlorideHCID 67076314HCID 67076314, compound

Product 1

HCID 67076640HCID 67076640, compound

Procedure

5-Ethyl-4-hydroxy-thiazole-2-carboxylic acid ethyl ester (F. A. J. Kerdesky et al., J. Med. Chem. 34 (1991), 2158-2165) (100 mg, 0.497 mmol) was reacted with 2-m-tolyl-ethanol in analogy to step 1 of example 1 and subsequently the ester moiety hydrolyzed in analogy to example 2. The obtained carboxylic acid was reacted with 2-amino-indane-2-carboxylic acid methyl ester hydrochloride in analogy to step 2 of example 13 and the obtained ester hydrolyzed in analogy to example 2.

Sources & evidence

ORD record
ord-422cbc484a0b4ea19755500defbf84d7
Source dataset
uspto-grants-2013_05
Patent number
US08445530B2

Reaction notes

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