Sarcosine → HCID 67389857, compound

HRID 1040570Notes

Reaction equation

HRID 1040570 reaction equation
I[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2([NH:11][C:12]([C:14]3([NH:17][C:18]([C:20]4[N:24]5[C@@:25]([CH2:38][C:39]6[CH:44]=[CH:43][C:42]([C:45]#[N:46])=[CH:41][CH:40]=6)([CH3:37])[C:26](=[O:36])[N:27]([C:28]6[CH:33]=[C:32]([Cl:34])[CH:31]=[C:30]([Cl:35])[CH:29]=6)[C:23]5=[N:22][CH:21]=4)=[O:19])[CH2:16][CH2:15]3)=[O:13])[CH2:10][CH2:9]2)[CH:3]=1.[CH3:47][S:48]([NH2:51])(=[O:50])=[O:49].N(CC(O)=O)C.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu]I>[CH3:47][S:48]([NH:51][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2([NH:11][C:12]([C:14]3([NH:17][C:18]([C:20]4[N:24]5[C@@:25]([CH2:38][C:39]6[CH:44]=[CH:43][C:42]([C:45]#[N:46])=[CH:41][CH:40]=6)([CH3:37])[C:26](=[O:36])[N:27]([C:28]6[CH:33]=[C:32]([Cl:34])[CH:31]=[C:30]([Cl:35])[CH:29]=6)[C:23]5=[N:22][CH:21]=4)=[O:19])[CH2:16][CH2:15]3)=[O:13])[CH2:10][CH2:9]2)[CH:3]=1)(=[O:50])=[O:49]

Participants

6

Reactant 4

HCID 1088SarcosineHCID 62657Potassium Phosphate, TribasicHCID 72879MethanesulfonamideHCID 58430957HCID 58430957, compound

Product 1

HCID 67389857HCID 67389857, compound

Reagents, catalysts & solvents 1

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

Procedure

(R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid {1-[1-(4-iodo-pyridin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-amide (50 mg, 0.065 mmol), methanesulfonamide (7.4 mg, 0.078 mmol), sarcosine (1.2 mg, 0.13 mmol), copper (I) iodide 0.76 mg, 0.004 mmol) and potassium phosphate (33.9 mg, 0.126 mmol) were combined in a Biotage microwave tube and flushed with Ar. The reaction was diluted with DMF and sealed.

Workup

  1. customflushed with Ar
  2. additionThe reaction was diluted with DMF
  3. customsealed

Sources & evidence

ORD record
ord-ec2f64e9810643dfb7e00ff3d0c9b031
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

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