Dichloromethane → HCID 66662616, compound

HRID 557949Notes

Reaction equation

HRID 557949 reaction equation
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[N:6]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3([C:21]([N:23]4[CH2:27][CH2:26][C@@:25]5([C:31]6[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=6[C:29](=[O:36])[O:28]5)[CH2:24]4)=[O:22])[CH2:20][CH2:19]3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.[CH:37](N(CC)C(C)C)(C)C.C(Cl)Cl>>[C:1]([N:9]1[CH2:10][CH2:11][N:6]([C:12]2[CH:13]=[CH:14][C:15]([C:18]3([C:21]([N:23]4[CH2:27][CH2:26][C@@:25]5([C:31]6[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=6[C:29](=[O:36])[O:28]5)[CH2:24]4)=[O:22])[CH2:20][CH2:19]3)=[CH:16][CH:17]=2)[CH2:7][CH2:8]1)(=[O:4])[CH:2]([CH3:37])[CH3:3]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 62324Propionyl chlorideHCID 81531DiisopropylethylamineHCID 66661956HCID 66661956, compound

Product 1

HCID 66662616HCID 66662616, compound

Procedure

Propanoyl chloride (5.0 μL, 0.000057 mol) was added to a solution of (1R)-1′-{[1-(4-piperazin-1-ylphenyl)cyclopropyl]carbonyl}-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (20.0 mg, 0.0000478 mol) and N,N-diisopropylethylamine (27 μL, 0.00016 mol) in methylene chloride (1.0 mL, 0.016 mol) and the mixture was stirred for 1 h. The solvent was removed and the crude product was purified by prep-HPLC. LC-MS: 488.2 (M+H)+

Workup

  1. customThe solvent was removed
  2. customthe crude product was purified by prep-HPLC

Sources & evidence

ORD record
ord-10873c398a37458490b6a51705ba5a47
Source dataset
uspto-grants-2011_11
Patent number
US08058288B2

Reaction notes

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