2-(4-Amino-1H-pyrazol-1-yl)ethanol → HCID 66765703, compound

HRID 577294Notes

Reaction equation

HRID 577294 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][CH2:8][OH:9])[CH:6]=1.Cl[C:11]1[N:16]=[C:15]2[NH:17][N:18]=[CH:19][C:14]2=[CH:13][N:12]=1>>[NH:17]1[C:15]2=[N:16][C:11]([NH:1][C:2]3[CH:3]=[N:4][N:5]([CH2:7][CH2:8][OH:9])[CH:6]=3)=[N:12][CH:13]=[C:14]2[CH:19]=[N:18]1

Participants

3

Reactant 2

HCID 284922672-(4-Amino-1H-pyrazol-1-yl)ethanolHCID 529112546-chloro-1H-pyrazolo[3,4-d]pyrimidine

Product 1

HCID 66765703HCID 66765703, compound

Procedure

The title compound was made following Procedure D (Step i) using 2-(4-amino-1H-pyrazol-1-yl)ethanol and 6-chloro-1H-pyrazolo[3,4-d]pyrimidine to form 2-(4-((1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-1H-pyrazol-1-yl)ethanol. This was followed by Procedure D (Step ii) using 4-(3-(bromomethyl)-2,4-difluorophenyl)morpholine. 1H NMR (d6-DMSO) δ 9.86 (s, 1H), 8.88 (s, 1H), 8.17 (br s, 1H), 7.98 (s, 1H), 7.65 (s, 1H), 7.14-6.97 (m, 2H), 5.56 (s, 2H), 4.88 (t, 1H), 4.18-4.09 (m, 2H), 3.77-3.73 (m, 2H), 3.70 (t, 4H), 2.92 (t, 4H); LC-MS method B, (ES+) 457.2, RT=6.98 min.

Sources & evidence

ORD record
ord-35b404f3d375473c9c23e0859a658956
Source dataset
uspto-grants-2015_05
Patent number
US09040545B2

Reaction notes

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