3-(2-Naphthylthio)propionic acid → HCID 11374196, compound

HRID 1790127Notes

Reaction equation

HRID 1790127 reaction equation
[N:1]1([CH2:6][CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([NH2:17])[CH:15]=3)[CH:10]=[N:9]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][C:19]=1[S:28][CH2:29][CH2:30][C:31](O)=[O:32]>>[CH:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]=[CH:20][C:19]=1[S:28][CH2:29][CH2:30][C:31]([NH:17][C:14]1[CH:15]=[C:16]2[C:11]([CH:10]=[N:9][N:8]2[CH2:7][CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:12][CH:13]=1)=[O:32]

Participants

3

Reactant 2

HCID 5179923-(2-Naphthylthio)propionic acidHCID 112762881-(2-Pyrrolidin-1-YL-ethyl)-1H-indazol-6-ylamine

Product 1

HCID 11374196HCID 11374196, compound

Procedure

According to the procedure for Example 49, 1-(2-pyrrolidin-1-yl-ethyl)-1H-indazol-6-ylamine and 3-(naphthalen-2-ylsulfanyl)-propionic acid were processed to provide the title compound. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.84 (m, 2 H), 1.99 (m, 2 H), 2.79 (t, J=7.02 Hz, 2 H), 3.04 (m, 2 H), 3.40 (t, J=7.02 Hz, 2 H), 3.53 (m, 2 H), 3.71 (q, J=6.10 Hz, 2 H), 4.68 (t, J=6.26 Hz, 2 H), 7.06 (m, 1 H), 7.50 (m, 3 H), 7.70 (m, 1 H), 7.88 (m, 4 H), 8.09 (s, 1 H), 8.30 (s, 1 H), 9.62 (br s, N H); MS (DCI/NH3) m/z 445 (M+H)+.

Sources & evidence

ORD record
ord-23b09b32b2a14703a9e52e43225fe9da
Source dataset
uspto-grants-2006_07
Patent number
US07071182B2

Reaction notes

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