[4-(3-Benzoylamino-benzenesulfonylamino)-4,5,6,7-tetrahydro-indazol-1-yl]-acetic acid ethyl ester → [4-(3-Benzoylamino-benzenesulfonylamino)-4,5,6,7-tetrahydro-indazol-1-yl]-acetic acid

HRID 1095859Notes

Reaction equation

HRID 1095859 reaction equation
C([O:3][C:4](=[O:34])[CH2:5][N:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH:10]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26](=[O:33])[C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH:20]=3)(=[O:18])=[O:17])[C:9]=2[CH:8]=[N:7]1)C.C(NC1C=C(S(NC2C3C=NN(CC(O)=O)C=3CCC=2)(=O)=O)C=CC=1)(=O)C1C=CC=CC=1>>[C:26]([NH:25][C:21]1[CH:20]=[C:19]([S:16]([NH:15][CH:10]2[CH2:11][CH2:12][CH2:13][C:14]3[N:6]([CH2:5][C:4]([OH:34])=[O:3])[N:7]=[CH:8][C:9]2=3)(=[O:17])=[O:18])[CH:24]=[CH:23][CH:22]=1)(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 59153042[4-(3-Benzoylamino-benzenesulfonylamino)-4,5,6,7-tetrahydro-indazol-1-yl]-acetic acid ethyl esterHCID 66782595[4-(3-Benzoylamino-benzenesulfonylamino)-6,7-dihydro-indazol-1-yl]-acetic acid

Product 1

HCID 59153004[4-(3-Benzoylamino-benzenesulfonylamino)-4,5,6,7-tetrahydro-indazol-1-yl]-acetic acid

Procedure

Starting with [4-(3-benzoylamino-benzenesulfonylamino)-4,5,6,7-tetrahydro-indazol-1-yl]-acetic acid ethyl ester using the method analogous to the one described for example 1-1a, [4-(3-benzoylamino-benzenesulfonylamino)-6,7-dihydro-indazol-1-yl]-acetic acid (11.0 mg, 50%) as a white solid. 1H NMR (400 MHz, CD3OD) δ ppm 8.48 (s, 1 H), 7.98 (m, 3 H), 7.73-7.52 (m, 5 H), 6.79 (s, 1 H), 4.78 (s, 2 H), 4.42 (s, 1 H), 2.55 (m, 2 H), 2.04-1.77 (m, 4 H). MS cald. for C22H22N4O5S 454, obsd. (ESI+) [(M+H)+] 455.

Sources & evidence

ORD record
ord-26bb5a3dd56f466f92c830b5a618a37f
Source dataset
uspto-grants-2012_03
Patent number
US08138208B2

Reaction notes

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