3-Phenyl-1H-pyrazol-5-ol → HCID 10228964, compound

HRID 889905Notes

Reaction equation

Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[S:12][C:13]([C:17]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[O:18])=[C:14]([CH3:16])[N:15]=3)[S:10][C:3]=12.[C:25]1([C:31]2[NH:35][NH:34][C:33](=[O:36])[CH:32]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[CH3:16][C:14]1[N:15]=[C:11]([C:9]2[S:10][C:3]3[C:4](=[N:5][CH:6]=[CH:7][C:2]=3[O:36][C:33]3[CH:32]=[C:31]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[NH:35][N:34]=3)[CH:8]=2)[S:12][C:13]=1[C:17]([N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)=[O:18]

Participants

Reactant 2

HCID 5947633-Phenyl-1H-pyrazol-5-ol

HCID 22250082HCID 22250082, compound

Product 1

HCID 10228964HCID 10228964, compoundYield 17%

Procedure

The title compound (37 mg, 17%) was prepared from [2-(7-Chloro-thieno[3,2-b]pyridin-2-yl)-4-methyl-thiazol-5-yl]-morpholin-4-yl-methanone and 5-Phenyl-1,2-dihydro-pyrazol-3-one by a procedure analogous to Example 16 1. C25H21N5O3S2: APCI m/z 503.5 (pos.); 1H NMR (CD3OD): δ 8.55 (d, 1H, J=5.8 Hz), 8.00 (s, 1H), 7.72 (d, 2H, J=7.1 Hz), 7.46 (t, 2H, J=7.1 Hz), 7.41 (t, 1H, J=7.1 Hz), 7.08 (d, 1H, J=5.8 Hz), 6.53 (s, 1H), 3.71–3.60 (bm, 8H), 2.46 (s, 3H) ppm.

Sources & evidence

ORD record: ord-cbc585ad50fb43319ddfbab992ca9937
Source dataset: uspto-grants-2006_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06995171B2

Reaction notes

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