(4-Pyridin-2-ylphenyl)methanamine → HCID 70222420, compound

HRID 2363679Notes

Reaction equation

HRID 2363679 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].[N:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]1[CH:36]=[CH:35][C:32](CN)=[CH:31][CH:30]=1>CCO>[CH:1]([C:4]1[CH:5]=[N:6][N:7]2[C:12]([NH:13][CH2:20][C:32]3[CH:31]=[CH:30][C:29]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][N:23]=4)=[CH:36][CH:35]=3)=[N:11][C:10]([S:21][CH3:22])=[N:9][C:8]=12)([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 22337704(4-Pyridin-2-ylphenyl)methanamineHCID 25210248HCID 25210248, compound

Product 1

HCID 70222420HCID 70222420, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to the same conditions resulting in the preparation of the compound IIa.1, the compound IIa.2 is prepared from 8-isopropyl-4-(N-methyl-N-phenylamino)-2-(methylsulfanyl)pyrazolo[1,5-a]-1,3,5-triazine and from 4-(pyridin-2-yl)benzylamine. Yield=60%. Mp=136-138° C. (EtOH). 1H NMR (300 MHz, CDCl3): δ 8.71 (d, 1H, J=4.7 Hz, Harom), 8.00 (d, 2H, J=8.1 Hz, Harom), 7.82-7.72 (m, 3H, Harom), 7.49 (d, 2H, J=8.1 Hz, Harom), 7.26 (dd, 1H, J=4.7 Hz, 7.2 Hz, Harom), 6.76 (bs, 1H, NH), 4.86 (d 2H, J=6.0 Hz, CH2), 3.16 (hept, 1H, J=7.0 Hz, CH), 2.57 (s, 3H, CH3), 1.33 (d, 6H, J=7.0 Hz, 2 CH3). MS (ESI): m/z 391 (MH+).

Workup

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

Sources & evidence

ORD record
ord-8d90a5c3b88e42588babad611727cfa6
Source dataset
uspto-grants-2014_04
Patent number
US08691982B2

Reaction notes

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