1-[4-(Thiophen-3-yl)phenyl]methanamine → HCID 68109328, compound

HRID 2363680Notes

Reaction equation

HRID 2363680 reaction equation
[CH:1]([C:4]1[CH:5]=[N:6][N:7]2[C:12]([N:13]([CH3:20])C3C=CC=CC=3)=[N:11][C:10]([S:21][CH3:22])=[N:9][C:8]=12)([CH3:3])[CH3:2].[S:23]1[CH:27]=[CH:26][C:25]([C:28]2[CH:35]=[CH:34][C:31](CN)=[CH:30][CH:29]=2)=[CH:24]1>CCO>[CH:1]([C:4]1[CH:5]=[N:6][N:7]2[C:12]([NH:13][CH2:20][C:31]3[CH:30]=[CH:29][C:28]([C:25]4[CH:26]=[CH:27][S:23][CH:24]=4)=[CH:35][CH:34]=3)=[N:11][C:10]([S:21][CH3:22])=[N:9][C:8]=12)([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 185258301-[4-(Thiophen-3-yl)phenyl]methanamineHCID 25210248HCID 25210248, compound

Product 1

HCID 68109328HCID 68109328, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to the same conditions resulting in the preparation of the compound IIa.1, the compound IIa.3 is prepared from 8-isopropyl-4-(N-methyl-N-phenylamino)-2-(methylsulfanyl)pyrazolo[1,5-a]-1,3,5-triazine and from 4-(thiophen-3-yl)benzylamine. Yield=74%. Mp=141-143° C. (EtOH). 1H NMR (300 MHz, CDCl3): δ 7.73 (s, 1H, Harom), 7.57 (d, 2H, J=8.3 Hz, Harom), 7.45-7.36 (m, 5H, Harom), 6.78 (bs, 1H, NH), 4.81 (d, 2H, J=6.0 Hz, CH2), 3.16 (hept, 1H, J=7.0 Hz, CH), 2.58 (s, 3H, CH3), 1.33 (d, 6H, J=7.0 Hz, 2 CH3). MS (ESI): m/z 396 (MH+).

Workup

  1. customresulting in the preparation of the compound IIa.1

Sources & evidence

ORD record
ord-750637fba71b4652a01be49e53d05669
Source dataset
uspto-grants-2014_04
Patent number
US08691982B2

Reaction notes

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