Methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate → HCID 58415393, compound

HRID 2075229Notes

Reaction equation

I[C:2]1[CH:7]=[C:6]([CH2:8][C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[CH:5]=[CH:4][C:3]=1[OH:15].[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]>>[CH3:30][O:29][C:27]([CH:25]1[CH2:26][N:23]([CH2:22][C:21]2[CH:31]=[CH:32][C:18]([C:16]3[O:15][C:3]4[CH:4]=[CH:5][C:6]([CH2:8][C:9]5[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=5)=[CH:7][C:2]=4[CH:17]=3)=[C:19]([F:33])[CH:20]=2)[CH2:24]1)=[O:28]

Participants

Reactant 2

HCID 25254788Methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate

HCID 58415368HCID 58415368, compound

Product 1

HCID 58415393HCID 58415393, compound

Procedure

Synthesized according to Scheme B3 and general procedure G from 2-iodo-4-(pyridin-3-ylmethyl)phenol (0.305 g, 0.98 mmol) and methyl 1-(4-ethynyl-3-fluorobenzyl)azetidine-3-carboxylate (0.220 g, 0.89 mmol): yellow solid. MS (ESI) m/z: Calculated: 430.2; Observed: 431.5 (M++1).

Workup

customSynthesized

Sources & evidence

ORD record: ord-284d0cbe101144ecb40db2f3e2848ff3
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07919519B2

Reaction notes

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