6-Aminobenzothiazole → N-(2-(2-tert-Butylphenoxy)pyridine-3-yl)benzo[d]thiazol-6-amine

HRID 555428Notes

Reaction equation

HRID 555428 reaction equation
[C:1]([C:5]1[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=1[O:7][C:8]1[C:13](B(O)O)=[CH:12][CH:11]=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:21][C:22]1[CH:30]=[CH:29][C:25]2[N:26]=[CH:27][S:28][C:24]=2[CH:23]=1>>[C:1]([C:5]1[CH:20]=[CH:19][CH:18]=[CH:17][C:6]=1[O:7][C:8]1[C:13]([NH:21][C:22]2[CH:30]=[CH:29][C:25]3[N:26]=[CH:27][S:28][C:24]=3[CH:23]=2)=[CH:12][CH:11]=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 682886-AminobenzothiazoleHCID 57416450[2-(2-tert-Butylphenoxy)pyridin-3-yl]boronic acid

Product 1

HCID 59857504N-(2-(2-tert-Butylphenoxy)pyridine-3-yl)benzo[d]thiazol-6-amine

Procedure

According to the experimental procedure of Example 234, Example 235 was obtained by reacting 234b with 6-aminobenzothiazole. tR=7.344 min (Shimadzu Phenomenex S5 ODS 4.6×50 mm Luna 4.6×50 mm; flow rate 2.5 mL/mn; detection at 220 nM; Gradient elution 0% to 100% B over 8 min; (A=10% MeOH, 90% H2O, 0.2% H3PO4 & B=90% MeOH, 10% H2O, 0.2% H3PO4). HRMS (ESI) m/z calcd for C22H22N3OS [M+H]+. found 376.

Workup

  1. customwas obtained
  2. washGradient elution 0% to 100% B over 8 min

Sources & evidence

ORD record
ord-4a5f54c7bb0b42588a31b6ec5d785a9e
Source dataset
uspto-grants-2011_11
Patent number
US08053450B2

Reaction notes

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