(Pyrimidin-5-yl)boronic acid → HCID 86651971, compound

HRID 1615309Notes

Reaction equation

HRID 1615309 reaction equation
N1C=C[CH:3]=[C:2]1[C:6]1[C:14]2[C:9](=[CH:10][C:11]([CH:15]=[O:16])=[CH:12][CH:13]=2)[NH:8][N:7]=1.[N:17]1[CH:22]=C(B(O)O)C=[N:19][CH:18]=1>>[N:19]1[CH:3]=[C:2]([C:6]2[C:14]3[C:9](=[CH:10][C:11]([CH:15]=[O:16])=[CH:12][CH:13]=3)[NH:8][N:7]=2)[CH:22]=[N:17][CH:18]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 136394933HCID 136394933, compound

Product 1

HCID 86651971HCID 86651971, compound

Procedure

According to the procedure for the synthesis of 3-(1H-pyrrol-2yl)-1H-indazole-6-carbaldehyde, except substituting pyrimidin-5-ylboronic acid (34 mg, 0.15 mmol), the title compound was obtained as a beige solid (8.1 mg, 30%). 1H NMR (400 MHz, CD3OD) δ ppm 10.15 (s, 1H), 9.44 (s, 2H), 9.21 (s, 1H), 8.26 (d, J=8.5 Hz, 1H), 8.23 (t, J=1.3 Hz, 1H), 7.84 (dd, J=8.5, 1.3 Hz, 1H); MS ESI 225.0 (100) [M+H]+, calcd for [C12H8N4O+H]+ 225.07.

Sources & evidence

ORD record
ord-f359c8130e324ce6b2a14552ef4b0e41
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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