Triethylamine → HCID 68587085, compound

HRID 17471Notes

Reaction equation

HRID 17471 reaction equation
[CH3:1][N:2]([CH3:8])[C@H:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.C(N(CC)CC)C.F[C:17]1[C:18]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[C:19]([CH3:33])[C:20]([C:31]#[N:32])=[C:21]2[C:25]=1[O:24][C:23]([C:26]1[S:27][CH:28]=[CH:29][N:30]=1)=[N:22]2>CS(C)=O>[CH3:1][N:2]([CH3:8])[C@H:3]1[CH2:7][CH2:6][N:5]([C:17]2[C:18]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[C:19]([CH3:33])[C:20]([C:31]#[N:32])=[C:21]3[C:25]=2[O:24][C:23]([C:26]2[S:27][CH:28]=[CH:29][N:30]=2)=[N:22]3)[CH2:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 7019156(3S)-(-)-3-(Dimethylamino)pyrrolidineHCID 685844287-Fluoro-5-methyl-6-phenyl-2-(1,3-thiazol-2-yl)-1,3-benzoxazole-4-carbonitrile

Product 1

HCID 68587085HCID 68587085, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

(3S)-3-(Dimethylamino)pyrrolidine (48.4 μl, 0.382 mmol) and triethylamine (53.2 μl, 0.382 mmol) were added to a dimethyl sulfoxide (1 ml) solution of 7-fluoro-5-methyl-6-phenyl-2-(1,3-thiazol-2-yl)-1,3-benzoxazole-4-carbonitrile (I-186) (64.0 mg, 0.191 mmol), followed by stirring in an oil bath at 100° C. for 3 hours.

Sources & evidence

ORD record
ord-a0d94b4133d84905b272079515fd49e7
Source dataset
uspto-grants-2010_06
Patent number
US07737166B2

Reaction notes

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