Methanol → HCID 66662144, compound

HRID 557957Notes

Reaction equation

HRID 557957 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1/[CH:7]=[CH:8]/[C:9]1[CH:14]=[CH:13][C:12]([C:15]2([C:18]([N:20]3[CH2:24][CH2:23][C@@:22]4([C:32]5[CH:31]=[CH:30][N:29]=[CH:28][C:27]=5[C:26](=[O:33])[O:25]4)[CH2:21]3)=[O:19])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1.CO>[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([C:18]([N:20]3[CH2:24][CH2:23][C@@:22]4([C:32]5[CH:31]=[CH:30][N:29]=[CH:28][C:27]=5[C:26](=[O:33])[O:25]4)[CH2:21]3)=[O:19])[CH2:17][CH2:16]2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 66662478HCID 66662478, compound

Product 1

HCID 66662144HCID 66662144, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of (1R)-1′-[(1-{4-[(E)-2-pyridin-2-ylvinyl]phenyl}cyclopropyl)carbonyl]-3H-spiro[furo[3,4-c]pyridine-1,3′-pyrrolidin]-3-one (20 mg, 0.00004 mol, example 488), 10% Pd—C in methanol (1 mL, 0.02 mol) was stirred under a hydrogen atmosphere (balloon) for 1.5 h. The reaction mixture was then filtered and concentrated to afford the desired product. LCMS: m/z 440.2 (M+H)+; 462.2 (M+Na)+.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-fea3e3fb179f483c803dcb6fa5080d09
Source dataset
uspto-grants-2011_11
Patent number
US08058288B2

Reaction notes

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