Ethyl 2-bromo-1,3-thiazole-4-carboxylate → tert-butyl 7-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

HRID 2090337Notes

Reaction equation

HRID 2090337 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:18]=[C:17]3[C:12]([CH2:13][CH2:14][N:15]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16]3)=[CH:11][CH:10]=2)O1.Br[C:28]1[S:29][CH:30]=[C:31]([C:33]([O:35][CH2:36][CH3:37])=[O:34])[N:32]=1>>[CH2:36]([O:35][C:33]([C:31]1[N:32]=[C:28]([C:9]2[CH:18]=[C:17]3[C:12]([CH2:13][CH2:14][N:15]([C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])[CH2:16]3)=[CH:11][CH:10]=2)[S:29][CH:30]=1)=[O:34])[CH3:37]

Participants

3

Reactant 2

HCID 353965Ethyl 2-bromo-1,3-thiazole-4-carboxylateHCID 53302321tert-Butyl 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 1

HCID 59402277tert-butyl 7-[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 2 starting from tert-butyl 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate and ethyl 2-bromo-1,3-thiazole-4-carboxylate (Combi-Blocks, Cat. No. HI-1116). LCMS (M+H)+: m/z=389.0.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-fa08986152bf459f8469a0717942f297
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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