4-Phenoxyphenylacetic acid → 2-(4-phenoxyphenyl)-N-[1-(2-pyrrolidin-1-ylethyl)-1H-indazol-4-yl]acetamide

HRID 1790089Notes

Reaction equation

HRID 1790089 reaction equation
[N:1]1([CH2:6][CH2:7][N:8]2[C:16]3[C:11](=[C:12]([NH2:17])[CH:13]=[CH:14][CH:15]=3)[CH:10]=[N:9]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[O:18]([C:25]1[CH:30]=[CH:29][C:28]([CH2:31][C:32](O)=[O:33])=[CH:27][CH:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[O:18]([C:25]1[CH:26]=[CH:27][C:28]([CH2:31][C:32]([NH:17][C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:11]=2[CH:10]=[N:9][N:8]3[CH2:7][CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:33])=[CH:29][CH:30]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 2390774-Phenoxyphenylacetic acidHCID 114923411-(2-Pyrrolidin-1-YL-ethyl)-1H-indazol-4-ylamine

Product 1

HCID 113511732-(4-phenoxyphenyl)-N-[1-(2-pyrrolidin-1-ylethyl)-1H-indazol-4-yl]acetamide

Procedure

1-(2-pyrrolidin-1-yl-ethyl)-1H-indazol-4-ylamine and (4-phenoxy-phenyl)-acetic acid were processed as describe in Example 3 to provide the title compound. 1H NMR (300 MHz, DMSO-D6) δ ppm 1.61 (m, 4 H), 2.43 (m, J=5.43 Hz, 4 H), 2.86 (t, J=6.78 Hz, 2 H), 3.78 (s, 2 H), 4.47 (t, J=6.61 Hz, 2 H), 6.99 (m, 4 H), 7.12 (m, 1 H), 7.29 (m, 1 H), 7.39 (m, 5 H), 7.65 (m, 1 H), 8.27 (m, 1 H), 10.17 (m, 1 H); MS (DCI/NH3) m/z 441 [M+H]+.

Sources & evidence

ORD record
ord-dc42f6c7972040f5bf4d5cc17ffc3227
Source dataset
uspto-grants-2006_07
Patent number
US07071182B2

Reaction notes

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