4-Methoxy-3-methylbenzoic Acid → HCID 11680744, compound

HRID 1881791Notes

Reaction equation

HRID 1881791 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][C:4]=1[CH3:12].[C@@H:13]1([NH2:22])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14]1>>[C@@H:13]1([NH:22][C:7](=[O:9])[C:6]2[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[C:4]([CH3:12])[CH:5]=2)[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 27595834-Methoxy-3-methylbenzoic AcidHCID 70000841-Aminoindane, (S)-

Product 1

HCID 11680744HCID 11680744, compoundYield 63%

Procedure

Prepared in a similar manner to example 4 using 4-methoxy-3-methylbenzoic acid and (S)-2,3-dihydro-1H-inden-1-amine. Yield 63%. 1HNMR (500 MHz, dMSO): δ 1.94-1.99 (m, 1H), 2.17 (s, 3H), 2.41-2.46 (m, 1H), 2.82-2.87 (m, 1H), 2.96-3.01 (m, 1H), 3.83 (s, 3H), 5.53-5.57 (dd, 1H), 6.98-6.99 (d, 1H), 7.16-7.23 (m, 3H), 7.26-7.27 (m, 1H), 7.75-7.80 (m, 2H), 8.54-8.55 (d, 1H). MS (M+H, 282).

Sources & evidence

ORD record
ord-1dce0b18baf647b9b2a6f59fe1e60e28
Source dataset
uspto-grants-2012_11
Patent number
US08318947B2

Reaction notes

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