Methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate → Methyl 1-((3-fluoro-4-(5-(phenylmethyl)furo[2,3-b]pyridin-2-yl)phenyl)methyl)-3-azetidinecarboxylate

HRID 2075219Notes

Reaction equation

HRID 2075219 reaction equation
[CH2:1]([C:8]1[CH:9]=[C:10](I)[C:11]([OH:14])=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]([C:18]1[CH:32]=[CH:31][C:21]([CH2:22][N:23]2[CH2:26][CH:25]([C:27]([O:29][CH3:30])=[O:28])[CH2:24]2)=[CH:20][C:19]=1[F:33])#[CH:17]>>[F:33][C:19]1[CH:20]=[C:21]([CH2:22][N:23]2[CH2:26][CH:25]([C:27]([O:29][CH3:30])=[O:28])[CH2:24]2)[CH:31]=[CH:32][C:18]=1[C:16]1[O:14][C:11]2=[N:12][CH:13]=[C:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH:9]=[C:10]2[CH:17]=1

Participants

3

Reactant 2

HCID 25254788Methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylateHCID 178517721HCID 178517721, compound

Product 1

HCID 58415398Methyl 1-((3-fluoro-4-(5-(phenylmethyl)furo[2,3-b]pyridin-2-yl)phenyl)methyl)-3-azetidinecarboxylate

Procedure

Synthesized according to Scheme B3 and general procedure G from 5-benzyl-3-iodopyridin-2-ol (0.400 g, 1.29 mmol) and methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate (0.381 g, 1.54 mmol): light yellow solid. MS (ESI) m/z: Calculated: 430.2; Observed: 431.1 (M++1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-d61352741e6c4c899e1a10f4369c8d82
Source dataset
uspto-grants-2011_04
Patent number
US07919519B2

Reaction notes

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