Putrescine → HCID 71254193, compound

HRID 1775083Notes

Reaction equation

HRID 1775083 reaction equation
F[C:2]1[N:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][N:13]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[N:10](COCC[Si](C)(C)C)[N:9]=2)[CH:5]=[CH:4][CH:3]=1.[CH2:31]([NH2:36])[CH2:32][CH2:33][CH2:34][NH2:35]>>[N:19]1[CH:20]=[CH:21][CH:22]=[C:17]([C:14]2[CH:15]=[C:16]3[C:8]([C:6]4[N:7]=[C:2]([NH:35][CH2:34][CH2:33][CH2:32][CH2:31][NH2:36])[CH:3]=[CH:4][CH:5]=4)=[N:9][NH:10][C:11]3=[CH:12][N:13]=2)[CH:18]=1

Participants

3

Reactant 2

HCID 1045PutrescineHCID 712540573-(6-Fluoro-2-pyridinyl)-5-(3-pyridinyl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazolo[3,4-c]pyridine

Product 1

HCID 71254193HCID 71254193, compoundYield 28%

Procedure

Following the procedures Example 271, 3-(6-fluoropyridin-2-yl)-5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridine and butane-1,4-diamine were reacted and the product was deprotected to give 283 as a yellow solid (20 mg, 28%) over two steps. 1H NMR (400 MHz, DMSO) δ 9.19-9.21 (m, 1H), 9.12-9.13 (m, 2H), 8.53-8.60 (m, 2H), 7.60-7.63 (m, 1H) 7.51-7.54 (m, 1H), 7.44-7.46 (m, 1H), 6.53 (d, J=6.4 Hz, 1H), 3.65 (t, J=1.2 Hz, 2H), 2.93 (t, J=1.2 Hz, 2H), 1.80-1.85 (m, 4H). ESI MS m/z=360 (M+1)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-9f430abf25964e869e6c89cb3502b638
Source dataset
uspto-grants-2016_02
Patent number
US09260425B2

Reaction notes

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