2,6-Dibromophenol → Tert-butyl 8-bromo-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate

HRID 1616906Notes

Reaction equation

HRID 1616906 reaction equation
CO[C:3]1[CH:8]=[CH:7][C:6]2[CH:9]3[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH:10]3[O:22][C:5]=2[CH:4]=1.C(N1CC=CC(O)C1)(OC(C)(C)C)=O.[Br:37]C1C=CC=C(Br)C=1O>>[Br:37][C:4]1[C:5]2[O:22][CH:10]3[CH:9]([C:6]=2[CH:7]=[CH:8][CH:3]=1)[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11]3

Participants

4

Reactant 3

HCID 118472,6-DibromophenolHCID 177501313-Hydroxy-1,2,3,6-tetrahydropyridine, N-BOC protectedHCID 67324335tert-butyl 7-methoxy-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate

Product 1

HCID 71009066Tert-butyl 8-bromo-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate

Procedure

Prepared as described for tert-butyl 7-methoxy-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate starting from N-boc-3-hydroxy-1,2,3,6-tetrahydropyridine and 2,6-dibromo-phenol.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-725252c3111d4dbf90136072cc262f17
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Reaction notes

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