3-Chloro-4-hydroxyphenylboronic Acid → HCID 86692950, compound

HRID 2271804Notes

Reaction equation

HRID 2271804 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]([CH:14]1[CH2:16][CH2:15]1)=[O:13])=[C:5]2[NH:17][C:18]1[CH:19]=[N:20][N:21]([CH:23]2[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]2)[CH:22]=1.[Cl:36][C:37]1[CH:38]=[C:39](B(O)O)[CH:40]=[CH:41][C:42]=1[OH:43]>>[Cl:36][C:37]1[CH:38]=[C:39]([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[N:8]=[CH:7][C:6]([C:12]([CH:14]2[CH2:16][CH2:15]2)=[O:13])=[C:5]3[NH:17][C:18]2[CH:19]=[N:20][N:21]([CH:23]3[CH2:24][CH2:25][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:33])[CH3:34])=[O:30])[CH2:27][CH2:28]3)[CH:22]=2)[CH:40]=[CH:41][C:42]=1[OH:43]

Participants

3

Reactant 2

HCID 221253733-Chloro-4-hydroxyphenylboronic AcidHCID 86692946HCID 86692946, compound

Product 1

HCID 86692950HCID 86692950, compoundYield 105.4%

Procedure

Following general procedure D, tert-butyl 4-(4-((6-bromo-3-(cyclopropanecarbonyl)quinolin-4-yl)amino)-1H-pyrazol-1-yl)piperidine-1-carboxylate (54 mg, 0.10 mmol) was reacted with (3-chloro-4-hydroxyphenyl)boronic acid (34 mg, 0.20 mmol) to afford the desired product (62 mg, >99%) as a yellow-brown solid. ESI MS m/z 588 [C32H34ClN5O4+H]+

Sources & evidence

ORD record
ord-e825eea7312942c39278dba65266b742
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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