2-Chloro-6-methoxy-4-(3,3,4,4-tetramethylborolan-1-yl)phenol → HCID 178487408, compound

HRID 2271710Notes

Reaction equation

HRID 2271710 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][C@H:15]1[CH2:20][CH2:19][C@H:18]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:17][CH2:16]1)=[CH:11][C:10](Br)=[CH:9][CH:8]=2)(=[O:3])[CH3:2].[Cl:30][C:31]1[CH:36]=[C:35](B2CC(C)(C)C(C)(C)C2)[CH:34]=[C:33]([O:46][CH3:47])[C:32]=1[OH:48]>>[C:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][C@H:15]1[CH2:20][CH2:19][C@H:18]([NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:17][CH2:16]1)=[CH:11][C:10]([C:35]1[CH:34]=[C:33]([O:46][CH3:47])[C:32]([OH:48])=[C:31]([Cl:30])[CH:36]=1)=[CH:9][CH:8]=2)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 667161742-Chloro-6-methoxy-4-(3,3,4,4-tetramethylborolan-1-yl)phenolHCID 178467071HCID 178467071, compound

Product 1

HCID 178487408HCID 178487408, compoundYield 65%

Procedure

Following general procedure D, tert-butyl trans-4-(3-acetyl-6-bromoquinolin-4-ylamino)cyclohexylcarbamate (56 mg, 0.200 mmol) was reacted with 2-chloro-6-methoxy-4-(3,3,4,4-tetramethylborolan-1-yl)phenol (47 mg, 0.100 mmol) to afford the desired product (35 mg, 65%) as a yellow solid: ESI MS m/z 541 [C29H34ClN3O5+H]+.

Sources & evidence

ORD record
ord-1428b79d017640c4b370715d11d3b591
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

Loading…