Benzo[b]furan-2-boronic acid → HCID 9884046, compound

HRID 2220127Notes

Reaction equation

HRID 2220127 reaction equation
O1C=CC([C:6]2[CH:7]=[C:8]3[CH2:14][C@:13]4([CH:19]5[CH2:20][CH2:21][N:16]([CH2:17][CH2:18]5)[CH2:15]4)[O:12][C:9]3=[N:10][CH:11]=2)=C1.BrC1C=C2C[C@]3(C4CCN(CC4)C3)OC2=NC=1.[O:39]1[C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=2[CH:41]=[C:40]1B(O)O>>[O:39]1[C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][C:42]=2[CH:41]=[C:40]1[C:6]1[CH:7]=[C:8]2[CH2:14][C@:13]3([CH:19]4[CH2:20][CH2:21][N:16]([CH2:17][CH2:18]4)[CH2:15]3)[O:12][C:9]2=[N:10][CH:11]=1

Participants

4

Reactant 3

HCID 2776266Benzo[b]furan-2-boronic acidHCID 9860561HCID 9860561, compoundHCID 54506690(2R)-5'-bromo-3'H-spiro[4-azabicyclo[2.2.2]octane-2,2'-furo[2,3-b]pyridine]

Product 1

HCID 9884046HCID 9884046, compound

Procedure

Prepared by a method analogous to that described for the preparation of (2′R)-5′-(furan-3-yl)spiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] in Preparation 1 from (2′R)-5′-bromospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] and benzofuran-2-boronic acid. The compound was purified by flash chromatography using a gradient of ammoniated methanol in chloroform and obtained as a pale solid; m/z 333 (100%, MH+).

Workup

  1. customPrepared by a method analogous to
  2. customThe compound was purified by flash chromatography
  3. customobtained as a pale solid

Sources & evidence

ORD record
ord-9f4981f089524c6794887c5cae0f348b
Source dataset
uspto-grants-2008_08
Patent number
US07417049B2

Reaction notes

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