Dichloromethane → HCID 178502397, compound

HRID 1411353Notes

Reaction equation

HRID 1411353 reaction equation
[CH3:1][O:2][C:3](=[O:40])[NH:4][C@H:5]([C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[NH:17][CH:18]=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[C:31]([F:33])[C:30]([NH2:34])=[CH:29][C:28]=3[O:35][C:36]([F:39])([F:38])[F:37])=[CH:23][CH:22]=2)[N:20]=1)=[O:10])[CH:6]([CH3:8])[CH3:7].C(Cl)Cl.[F:44][C:45]1[CH:50]=[CH:49][C:48]([C:51](Cl)=[O:52])=[CH:47][N:46]=1>>[CH3:1][O:2][C:3](=[O:40])[NH:4][C@H:5]([C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[NH:17][CH:18]=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[C:31]([F:33])[C:30]([NH:34][C:51]([C:48]4[CH:47]=[N:46][C:45]([F:44])=[CH:50][CH:49]=4)=[O:52])=[CH:29][C:28]=3[O:35][C:36]([F:38])([F:39])[F:37])=[CH:23][CH:22]=2)[N:20]=1)=[O:10])[CH:6]([CH3:8])[CH3:7]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 146236022-Fluoropyridine-5-carbonyl chlorideHCID 178502395HCID 178502395, compound

Product 1

HCID 178502397HCID 178502397, compound

Procedure

To a solution of ((S)-1-{(S)-2-[4-(4′-amino-5′-fluoro-2′-trifluoromethoxy-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (50 mg, 0.09 mmol, Preparation 43) in DCM (0.6 mL, 9 mmol) was slowly added 2-fluoropyridine-5-carbonyl chloride (10 mg, 0.09 mmol;) and the reaction mixture was stirred at room temperature for 5 min and then concentrated to provide a colored solid.

Workup

  1. concentrationconcentrated
  2. customto provide a colored solid

Sources & evidence

ORD record
ord-49fb307ba0f44f7aa8cdf86295734aca
Source dataset
uspto-grants-2014_12
Patent number
US08921372B2

Reaction notes

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