Potassium Carbonate → HCID 131736158, compound

HRID 1052443Notes

Reaction equation

HRID 1052443 reaction equation
I[C:2]1[CH:3]=[CH:4][N:5]2[C:10]=1[C:9](=[O:11])[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:7]([C@@H:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:19])=[N:6]2.[CH3:28][N:29]([CH3:40])[CH2:30][CH2:31][NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[SH:39].C(=O)([O-])[O-].[K+].[K+]>[Cu]I>[CH3:28][N:29]([CH3:40])[CH2:30][CH2:31][NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[S:39][C:2]1[CH:3]=[CH:4][N:5]2[C:10]=1[C:9](=[O:11])[N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:7]([C@@H:18]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH3:19])=[N:6]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 10943427Benzenethiol, 2-[[2-(dimethylamino)ethyl]amino]-HCID 131736123HCID 131736123, compound

Product 1

HCID 131736158HCID 131736158, compoundYield 90.5%

Reagents, catalysts & solvents 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)Catalyst

Procedure

(S)-tert-Butyl (1-(5-iodo-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)carbamate (560 mg, 0.87 mmol) was treated with 2-(2-(dimethylamino)ethylamino)benzenethiol (258 mg, 1.31 mmol), potassium carbonate (181 mg, 1.31 mmol) and copper(I) iodide (250 mg, 1.31 mmol) according to the method described in Preparation 44. The crude was purified using SP1® Purification System (0%-100%, hexane-ethyl acetate) to give 432 mg (90% yield) of the title compound as an oil.

Workup

  1. customdescribed in Preparation 44
  2. customThe crude was purified
  3. customSP1® Purification System (0%-100%, hexane-ethyl acetate)

Sources & evidence

ORD record
ord-92292f4b797d4927835194b722b2296f
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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