Methylamine → 1-(4-Chloro-phenyl)-2-methylamino-1-[4-(1H-pyrazol-4-yl)-phenyl]-ethanol

HRID 888625Notes

Reaction equation

HRID 888625 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:15]2[CH:20]=[CH:19][C:18](I)=[CH:17][CH:16]=2)([OH:14])[CH2:9][NH:10][CH2:11]CO)=[CH:4][CH:3]=1.ClC1C=C(CC2(C3C=CC([C:41]4[CH:42]=[N:43][NH:44][CH:45]=4)=CC=3)OCCNC2)SC=1.CN>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:15]2[CH:20]=[CH:19][C:18]([C:41]3[CH:42]=[N:43][NH:44][CH:45]=3)=[CH:17][CH:16]=2)([OH:14])[CH2:9][NH:10][CH3:11])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 6329MethylamineHCID 593319671-(4-Chloro-phenyl)-2-(2-hydroxy-ethylamino)-1-(4-iodo-phenyl)-ethanolHCID 67235184HCID 67235184, compound

Product 1

HCID 113818461-(4-Chloro-phenyl)-2-methylamino-1-[4-(1H-pyrazol-4-yl)-phenyl]-ethanol

Procedure

By following the procedure described in Example 79A, 79B and 79D but substituting ethanolamine for methylamine, the title compound was obtained. LCMS (PS-A3) Rt 5.28 min [M+H]+ 328, [M−H2O+H]+ 310. 1H NMR (Me-d3-OD) δ 2.38 (3H, s), 3.34 (2H, s), 7.28-7.31 (2H, m), 7.41-7.46 (4H, m), 7.51-7.54 (2H, m), 7.92 (2H, s).

Sources & evidence

ORD record
ord-a5100edfa5c44d62a33b4414654c015f
Source dataset
uspto-grants-2012_08
Patent number
US08247576B2

Reaction notes

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