[3-(Hydroxymethyl)phenyl]boronic acid → HCID 58207050, compound

HRID 1256303Notes

Reaction equation

HRID 1256303 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([CH3:11])[CH:10]=[C:6]2[N:5]=[C:4]([NH2:12])[CH:3]=1.[OH:13][CH2:14][C:15]1[CH:16]=[C:17](B(O)O)[CH:18]=[CH:19][CH:20]=1>>[NH2:12][C:4]1[CH:3]=[C:2]([C:19]2[CH:20]=[C:15]([CH2:14][OH:13])[CH:16]=[CH:17][CH:18]=2)[N:7]2[N:8]=[C:9]([CH3:11])[CH:10]=[C:6]2[N:5]=1

Participants

3

Reactant 2

HCID 2734662[3-(Hydroxymethyl)phenyl]boronic acidHCID 442513077-Chloro-2-methylpyrazolo(1,5-a)pyrimidin-5-amine

Product 1

HCID 58207050HCID 58207050, compound

Procedure

The titled compound was prepared using a procedure analogous to that described in connection with Example 15 except that 2-methylpyrazolo[1,5-a]pyrimidin-5-amine (1J) and 3-(hydroxymethyl)phenylboronic acid were used as starting materials. 1H NMR (400 MHz, CHLOROFORM-d) δ 2.40 (s, 3 H), 4.79 (s, 2 H), 4.90 (br, 2 H), 6.03 (s, 1 H), 6.09 (s, 1 H), 7.51-7.54 (m, 2 H), 7.82-7.85 (m, 1 H), 7.94 (s, 1 H).

Sources & evidence

ORD record
ord-aedfbfba71f745ebac8f664bbd89043e
Source dataset
uspto-grants-2013_06
Patent number
US08461163B2

Reaction notes

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