Triethylamine → HCID 86650708, compound

HRID 1873694Notes

Reaction equation

HRID 1873694 reaction equation
Cl.[F:2][C:3]1[CH:24]=[C:23]([NH:25][C:26]([NH:28][C:29](=[O:37])[CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[S:27])[CH:22]=[CH:21][C:4]=1[O:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:19][CH3:20])=[C:13]([C:16](O)=[O:17])[CH:14]=2)[N:9]=[CH:8][CH:7]=1.[CH3:38][S:39]([CH2:42][CH2:43][NH2:44])(=[O:41])=[O:40].C(N(CC)CC)C>C(O)C>[F:2][C:3]1[CH:24]=[C:23]([NH:25][C:26]([NH:28][C:29](=[O:37])[CH2:30][C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)=[S:27])[CH:22]=[CH:21][C:4]=1[O:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([O:19][CH3:20])=[C:13]([C:16]([NH:44][CH2:43][CH2:42][S:39]([CH3:38])(=[O:41])=[O:40])=[O:17])[CH:14]=2)[N:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 43405612-(Methylsulfonyl)ethanamineHCID 866506984-(2-Fluoro-4-(3-(2-phenylacetyl)thioureido)phenoxy)-7-methoxyquinoline-6-carboxylic acid hydrochloride

Product 1

HCID 86650708HCID 86650708, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Similar to the synthesis of Example 1, compound 1e (25 mg), 2-(methylsulfonyl)ethaneamine (6 mg), triethylamine (19 μL), and DMTMM•n-hydrate (20 mg) were dissolved in ethanol (1 mL), and the solution was stirred at room temperature for 1 hour, to thereby yield the titled compound 27 (20.6 mg, yield: 73%).

Sources & evidence

ORD record
ord-a9ddc2025dbb4d389f10af3568247eb7
Source dataset
uspto-grants-2012_11
Patent number
US08304427B2

Reaction notes

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