Ethyl 3-phenyl-5-(1h-pyrrol-1-yl)-1h-indole-2-carboxylate → 3-phenyl-5-(1H-pyrrol-1-yl)-1H-indole-2-carboxylic acid

HRID 915348Notes

Reaction equation

HRID 915348 reaction equation
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([N:16]4[CH:20]=[CH:19][CH:18]=[CH:17]4)[CH:14]=3)[NH:9][C:8]=2[C:21]([O:23]CC)=[O:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O>[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([N:16]4[CH:20]=[CH:19][CH:18]=[CH:17]4)[CH:14]=3)[NH:9][C:8]=2[C:21]([OH:23])=[O:22])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 69340873Ethyl 3-phenyl-5-(1h-pyrrol-1-yl)-1h-indole-2-carboxylate

Product 1

HCID 113924663-phenyl-5-(1H-pyrrol-1-yl)-1H-indole-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared from ethyl 3-phenyl-5-(1H-pyrrol-1-yl)-1H-indole-2-carboxylate followed the procedure of Example 1 Step 4 as an off-white solid: 1H NMR (DMSO-6) δ 6.21 (s, 2 H), 7.20 (s, 2 H), 7.20-7.60 (m, 7 H), 11.92 (s, 1H), 13.0 (br s, 1 H); MS (ESI) m/z 303 (MH+); MS (ESI) m/z 301 ([M-H]−); HRMS calcd for C19H15N2O2: 303.1134; found (ESI+): 303.1124; Anal. calcd for C19H14N2O2.1.3 H2O: C, 70.06; H, 5.13; N, 8.60. Found: C, 70.22; H, 5.08; N, 8.21.

Sources & evidence

ORD record
ord-fec5fdeb5e8446f2889e79daec19c736
Source dataset
uspto-grants-2007_09
Patent number
US07265148B2

Reaction notes

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