tert-butyl 6-hydroxy-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate → tert-butyl 6-iodo-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate

HRID 1616924

Reaction equation

HRID 1616924 reaction equation
[I:1]C1C=CC2C3(C)CCN(C(OC(C)(C)C)=O)CC3OC=2C=1.O[C:24]1[CH:25]=[CH:26][C:27]2[O:43][CH:31]3[CH2:32][N:33]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:34][CH2:35][C:30]3([CH3:44])[C:28]=2[CH:29]=1>>[I:1][C:24]1[CH:25]=[CH:26][C:27]2[O:43][CH:31]3[CH2:32][N:33]([C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[CH2:34][CH2:35][C:30]3([CH3:44])[C:28]=2[CH:29]=1

Participants

3

Reactant 2

HCID 68304691tert-butyl 6-hydroxy-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylateHCID 68304821Tert-butyl 7-iodo-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate

Product 1

HCID 68304820tert-butyl 6-iodo-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate

Procedure

Synthesized as described for tert-butyl 7-iodo-4a-methyl-3,4,4a,9a tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate starting from tert-butyl 6-hydroxy-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate. MS m/z 360 [M-tBu+H]+

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-2932f135e43445049f35f175edb19419
Source dataset
uspto-grants-2014_07
Patent number
US08765779B2

Linked notes

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