Water → HCID 86633013, compound

HRID 421989Notes

Reaction equation

[Cl:1][C:2]1[C:3]([F:36])=[C:4]([CH:33]=[CH:34][CH:35]=1)[C:5]([N:7]1[CH2:12][C@@H:11]2[CH2:13][C@H:8]1[CH2:9][N:10]2[CH2:14][C:15]1[CH:16]=[C:17]([CH:21]=[C:22]([N:24](COC)[C:25]2[S:26][CH:27]=[CH:28][N:29]=2)[N:23]=1)[C:18]([OH:20])=[O:19])=[O:6].O>FC(F)(F)C(O)=O>[Cl:1][C:2]1[C:3]([F:36])=[C:4]([CH:33]=[CH:34][CH:35]=1)[C:5]([N:7]1[CH2:12][C@@H:11]2[CH2:13][C@H:8]1[CH2:9][N:10]2[CH2:14][C:15]1[CH:16]=[C:17]([CH:21]=[C:22]([NH:24][C:25]2[S:26][CH:27]=[CH:28][N:29]=2)[N:23]=1)[C:18]([OH:20])=[O:19])=[O:6]

Participants

Conditions

Temperature: 75 °C

Procedure

33 mg of 2-(((1S,4S)-5-(3-chloro-2-fluorobenzoyl)-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl) -6-((methoxymethyl)(1,3-thiazol-2-yl)amino)isonicotinic acid was dissolved in 0.9 ml of trifluoroacetic acid and 0.1 ml of water followed by stirring 2 hours at 75° C. The reaction mixture was concentrated in vacuo to give the title compound. (15) Synthesis of 2-(((1S,4S)-5-(3-chloro-2-fluorobenzoyl)-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl)-N,N-dimethyl-6-(1,3-thiazol-2-ylamino)isonicotinamide trifluoroacetate

Workup

concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record: ord-1957e3830df445d6b46826d6942f106f
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101621B2

Reaction notes

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