Pyrrolidine → HCID 178436737, compound

HRID 1626270Notes

Reaction equation

HRID 1626270 reaction equation
[I-:1].[I-].[I-].[C:4]([N:11]1[CH2:17][CH2:16][CH2:15][N:14]([C:18]2[CH:19]=[C:20]([CH2:33][CH3:34])[C:21]3[C:30]([CH:31]=2)=[S+:29][C:28]2[C:23](=[C:24]([CH3:32])[CH:25]=[CH:26][CH:27]=2)[N:22]=3)[CH2:13][CH2:12]1)([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].C(N1CCCN(C2C=C(CC)C3C(C=2)=[S+][C:59]2[C:54](=C(C)C=[CH:57][CH:58]=2)[N:53]=3)CC1)(OC(C)(C)C)=O.C(N1CCCN(C2C=C(CC)C3C(C=2)=[S+]C2C(=C(C)C=CC=2)N=3)CC1)(OC(C)(C)C)=O.N1CCCC1>CO>[I-:1].[C:4]([N:11]1[CH2:17][CH2:16][CH2:15][N:14]([C:18]2[CH:19]=[C:20]([CH2:33][CH3:34])[C:21]3[C:30]([CH:31]=2)=[S+:29][C:28]2[C:23](=[C:24]([CH3:32])[CH:25]=[C:26]([N:53]4[CH2:54][CH2:59][CH2:58][CH2:57]4)[CH:27]=2)[N:22]=3)[CH2:13][CH2:12]1)([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 178436736HCID 178436736, compound

Product 1

HCID 178436737HCID 178436737, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

a solution of 3-(4-Boc-1,4-diazepan-1-yl)-1-ethyl-9-methyl-phenothiazin-5-ium triiodide (100 mg, 0.12 mmol) in methanol (10 mL) and pyrrolidine (71 mg, 1.0 mmol) was stirred for 4 h at room temperature. The resulting mixture was concentrated to dryness and purified by flash chromatography using the methanol-chloroform gradient to provide the title compound.

Workup

  1. concentrationThe resulting mixture was concentrated to dryness
  2. custompurified by flash chromatography

Sources & evidence

ORD record
ord-e97a043be3cc4ec6870c4fbb6caf2a81
Source dataset
uspto-grants-2014_07
Patent number
US08785434B2

Reaction notes

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