6-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine → HCID 178490978, compound

HRID 876920Notes

Reaction equation

HRID 876920 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH3:11])[N:9]=[CH:10][C:5]2=[C:4]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)[N:3]=1.[CH3:21][C:22]1[C:26](B2OC(C)(C)C(C)(C)O2)=[CH:25][NH:24][N:23]=1>>[CH3:20][O:19][C:15]1[CH:14]=[C:13]([NH:12][C:4]2[N:3]=[C:2]([C:26]3[C:22]([CH3:21])=[N:23][NH:24][CH:25]=3)[N:7]=[C:6]3[N:8]([CH3:11])[N:9]=[CH:10][C:5]=23)[CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 462617946-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 178434487HCID 178434487, compound

Product 1

HCID 178490978HCID 178490978, compound

Procedure

6-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 6 was reacted with 3-methylpyrazole-4-boronic acid pinacol ester using General Procedure A. Purification on silica yielded 120. NMR: (CDCl3): 2.80 (s, 3H, CH3), 3.87 (s, 3H, CH3), 4.06 (s, 3H, CH3), 6.86 (dd, H, ArH, J=1.7, 8.29), 7.14 (dd, H, ArH, J=1.2, 7.89), 7.25 (s, H, ArH), 7.36 (t, H, ArH, J=8.11), 7.44 (s, H, ArH), 8.32 (s, H, ArH). MS: (ESI+) MH+=336.24

Workup

  1. customPurification on silica

Sources & evidence

ORD record
ord-fd98c22bb0e84743a8ac5d810f23fcdc
Source dataset
uspto-grants-2015_03
Patent number
US08987280B2

Reaction notes

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