Methanol → HCID 178448939, compound

HRID 1626262Notes

Reaction equation

HRID 1626262 reaction equation
[I-:1].[I-].[I-].[C:4]([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:18]=[C:19]([CH3:32])[C:20]3[C:29]([CH:30]=2)=[S+:28][C:27]2[C:22](=[C:23]([CH3:31])[CH:24]=[CH:25][CH:26]=2)[N:21]=3)[CH2:13][CH2:12]1)([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5].C(N1CC[N:43]([C:46]2C=C(C)[C:49]3[C:58]([CH:59]=2)=[S+]C2C(=C(C)C=CC=2)N=3)[CH2:42]C1)(OC(C)(C)C)=O.C(N1CCN(C2C=C(C)C3C(C=2)=[S+]C2C(=C(C)C=CC=2)N=3)CC1)(OC(C)(C)C)=O.CO>>[I-:1].[C:4]([N:11]1[CH2:12][CH2:13][N:14]([C:17]2[CH:18]=[C:19]([CH3:32])[C:20]3[C:29]([CH:30]=2)=[S+:28][C:27]2[C:22](=[C:23]([CH3:31])[CH:24]=[C:25]([N:43]([CH3:42])[CH2:46][CH2:59][CH2:58][CH3:49])[CH:26]=2)[N:21]=3)[CH2:15][CH2:16]1)([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5]

Participants

3

Reactant 2

HCID 887MethanolHCID 178424110HCID 178424110, compound

Product 1

HCID 178448939HCID 178448939, compound

Procedure

To a solution of 3-(4-Boc-piperazin-1-yl)-1,9-dimethylphenothiazin-5-ium triiodide (158 mg, 0.2 mmol) in methanol (5 mL) methyl(n-butyl)amine (0.065 mL, 25.2 mg, 0.6 mmol) was added. Reaction mixture was stirred for 24 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. customReaction mixture
  2. concentrationThe resulting mixture was concentrated to dryness
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-255224dbffb041c5b73491fa376f0621
Source dataset
uspto-grants-2014_07
Patent number
US08785434B2

Reaction notes

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