1-(2-Pyrrolidin-1-YL-ethyl)-1H-indazol-5-ylamine → 3-(4-phenoxyphenyl)-N-[1-(2-pyrrolidin-1-ylethyl)-1H-indazol-5-yl]propanamide

HRID 1790104Notes

Reaction equation

HRID 1790104 reaction equation
[N:1]1([CH2:6][CH2:7][N:8]2[C:16]3[C:11](=[CH:12][C:13]([NH2:17])=[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][CH2:32][C:33](O)=[O:34])=[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][CH2:32][C:33]([NH:17][C:13]2[CH:12]=[C:11]3[C:16](=[CH:15][CH:14]=2)[N:8]([CH2:7][CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[N:9]=[CH:10]3)=[O:34])=[CH:29][CH:30]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 113107771-(2-Pyrrolidin-1-YL-ethyl)-1H-indazol-5-ylamineHCID 220365723-(4-Phenoxyphenyl)propanoic acid

Product 1

HCID 115469913-(4-phenoxyphenyl)-N-[1-(2-pyrrolidin-1-ylethyl)-1H-indazol-5-yl]propanamide

Procedure

1-(2-pyrrolidin-1-yl-ethyl)-1H-indazol-5-ylamine and 3-(4-phenoxy-phenyl)-propionic acid were processed as described in Example 17 to provide the title compound. 1H NMR (500 MHz, DMSO-D6) δ ppm 1.83 (m, 2 H), 1.99 (m, 2 H), 2.60 (t, J=7.64 Hz, 2 H), 2.87 (t, J=7.49 Hz, 2 H), 3.04 (m, 2 H), 3.52 (m, 2 H), 3.70 (m, 2 H), 4.73 (t, J=6.08 Hz, 2 H), 5.06 (s, 2 H), 6.92 (m, 2 H), 7.17 (m, 2 H), 7.32 (m, 1 H), 7.40 (m, 4 H), 7.49 (m, 1 H), 7.66 (m, 1 H), 8.13 (m, 2 H), 9.93 (s, 1 H); MS (DCI/NH3) m/z 469 [M+H]+.

Sources & evidence

ORD record
ord-3ece81743de44beb9844a6311414d126
Source dataset
uspto-grants-2006_07
Patent number
US07071182B2

Reaction notes

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