2-[4-(4-Aminophenyl)piperidin-1-yl]acetamide → HCID 57401363, compound

HRID 1262209Notes

Reaction equation

HRID 1262209 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[N:23]3[C:18]([CH:19]=[N:20][C:21](O)=[N:22]3)=[CH:17][CH:16]=2)[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]2[CH2:37][CH2:36][N:35]([CH2:38][C:39]([NH2:41])=[O:40])[CH2:34][CH2:33]2)=[CH:28][CH:27]=1>>[C:1]([NH:5][S:6]([C:9]1[CH:10]=[C:11]([C:15]2[N:23]3[C:18]([CH:19]=[N:20][C:21]([NH:25][C:26]4[CH:31]=[CH:30][C:29]([CH:32]5[CH2:33][CH2:34][N:35]([CH2:38][C:39]([NH2:41])=[O:40])[CH2:36][CH2:37]5)=[CH:28][CH:27]=4)=[N:22]3)=[CH:17][CH:16]=2)[CH:12]=[CH:13][CH:14]=1)(=[O:7])=[O:8])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 574161072-[4-(4-Aminophenyl)piperidin-1-yl]acetamideHCID 178449976HCID 178449976, compound

Product 1

HCID 57401363HCID 57401363, compound

Procedure

2-(4-{4-[7-(3-tert-Butylsulfamoyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperidin-1-yl)-acetamide was prepared from N-tert-butyl-3-(2-hydroxy-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide and 2-[4-(4-amino-phenyl)-piperidin-1-yl]-acetamide in an analogous manner to Example 1052a. Product isolated as a red foam (68 mg, 70%). LCMS (m/e) 562 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.85 (s, 1H), 8.73 (s, 1H), 8.24 (d, 1H, J=8.0 Hz), 7.87 (d, 1H, J=7.9 Hz), 7.62-7.54 (m, 3H), 7.29 (d, 2H, J=8.4 Hz), 7.17 (bs, 1H), 7.07 (d, 1H, J=4.8 Hz), 6.98 (s, 1H), 6.85 (d, 1H, J=4.8 Hz), 5.65 (bs, 1H), 4.72 (s, 1H), 3.08-2.95 (m, 4H), 2.59-2.48 (m, 1H), 2.37-2.25 (m, 2H), 1.94-1.73 (m, 4H).

Sources & evidence

ORD record
ord-0e79e456c66f450989d9647f717ba8e4
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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