4-Bromo-2-ethoxythiazole → HCID 59402347, compound

HRID 2090453Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[C:12]([N:14]3[CH:23]([CH3:24])[CH2:22][C:21]4[C:16](=[CH:17][C:18](B5OC(C)(C)C(C)(C)O5)=[CH:19][CH:20]=4)[CH2:15]3)[N:11]=[C:10]([NH2:34])[N:9]=2)[CH2:4][CH2:3]1.Br[C:36]1[N:37]=[C:38]([O:41][CH2:42][CH3:43])[S:39][CH:40]=1>>[CH2:42]([O:41][C:38]1[S:39][CH:40]=[C:36]([C:18]2[CH:17]=[C:16]3[C:21]([CH2:22][CH:23]([CH3:24])[N:14]([C:12]4[CH:13]=[C:8]([N:5]5[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]5)[N:9]=[C:10]([NH2:34])[N:11]=4)[CH2:15]3)=[CH:20][CH:19]=2)[N:37]=1)[CH3:43]

Participants

Reactant 2

HCID 27632674-Bromo-2-ethoxythiazole

HCID 594022564-(4-methylpiperazin-1-yl)-6-[3-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl]pyrimidin-2-amine

Product 1

HCID 59402347HCID 59402347, compound

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 116 starting from 4-(4-methylpiperazin-1-yl)-6-[3-methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl]pyrimidin-2-amine and 4-bromo-2-ethoxy-1,3-thiazole (Indofine, Cat. No. 08-932). LCMS (M+H)+: m/z=466.2.

Workup

customThis compound was prepared

Sources & evidence

ORD record: ord-f005ec7c2efc4d51bd79beb34531aa96
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436008B2

Reaction notes

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