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

HRID 45556Notes

Reaction equation

HRID 45556 reaction equation
ClC1C=CC(C(C2C=CC(I)=CC=2)(O)CNCCO)=CC=1.[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2([C:35]3[CH:40]=[CH:39][C:38]([C:41]4[CH:42]=[N:43][NH:44][CH:45]=4)=[CH:37][CH:36]=3)[O:34]C[CH2:32][NH:31][CH2:30]2)=[CH:25][CH:24]=1.CN>>[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([C:35]2[CH:40]=[CH:39][C:38]([C:41]3[CH:45]=[N:44][NH:43][CH:42]=3)=[CH:37][CH:36]=2)([OH:34])[CH2:30][NH:31][CH3:32])=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 6329MethylamineHCID 114619212-(4-Chloro-phenyl)-2-[4-(1H-pyrazol-4-yl)-phenyl]-morpholineHCID 593319671-(4-Chloro-phenyl)-2-(2-hydroxy-ethylamino)-1-(4-iodo-phenyl)-ethanol

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-ebc5a787b41e4fe192c8bea2eeec33f7
Source dataset
uspto-grants-2013_09
Patent number
US08541461B2

Reaction notes

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