Ethyl 3-aminobenzoate → HCID 18185343, compound

HRID 1358775Notes

Reaction equation

HRID 1358775 reaction equation
[CH3:1][C:2]1[N:3]([CH2:19][C:20](O)=[O:21])[C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([NH:11][S:12]([C:15]([F:18])([F:17])[F:16])(=[O:14])=[O:13])=[CH:6][CH:5]=2.C([O:25][C:26](=[O:34])[C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([NH2:33])[CH:28]=1)C>>[CH3:1][C:2]1[N:3]([CH2:19][C:20]([NH:33][C:29]2[CH:28]=[C:27]([CH:32]=[CH:31][CH:30]=2)[C:26]([OH:25])=[O:34])=[O:21])[C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([NH:11][S:12]([C:15]([F:18])([F:16])[F:17])(=[O:14])=[O:13])=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 11400Ethyl 3-aminobenzoateHCID 18185310HCID 18185310, compound

Product 1

HCID 18185343HCID 18185343, compound

Procedure

Same procedure as Example 82 except (2-Methyl-5-trifluoromethanesulfonylamino-indol-1-yl)-acetic acid and 3-aminobenzoic ethyl ester was used. 1H-NMR (400 MHz, DMSO-d6) δ 12.93 (s, 1H, COOH), 11.44 (s, 1H, SNH), 10.62 (s, 1H, NHCO), 8.23 (t, J=2 Hz, 1H, ArH), 7.82 (dq, J=1, 8 Hz, 1H, ArH), 7.65 (dt, J=1, 8 Hz, 1H, ArH), 7.45 (t, J=8 Hz, 1H, ArH), 7.39 (d, J=8.6 Hz, 1H, H-7), 7.33 (d, J=2.3 Hz, 1H, H-4), 6.94 (dd, J=2.3, 8.6 Hz, 1H, H-6), 6.30 (s, 1H, H-3), 5.02 (s, 2H, CH2), 2.39 (s, 3H, CH3), MS m/z 454 (M−H).

Sources & evidence

ORD record
ord-2d02a541c6d942b186feee47781cd602
Source dataset
uspto-grants-2003_07
Patent number
US06596772B1

Reaction notes

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