Dimethylamine → HCID 178483295, compound

HRID 2200791Notes

Reaction equation

CS(O[CH2:6][C:7]1[CH:12]=[C:11]([O:13][C@H:14]2[CH2:19][CH2:18][C@@H:17]([N:20]3[CH2:23][C:22]([CH2:46][C:47]#[N:48])([N:24]4[CH:28]=[C:27]([C:29]5[C:30]6[CH:37]=[CH:36][N:35]([CH2:38][O:39][CH2:40][CH2:41][Si:42]([CH3:45])([CH3:44])[CH3:43])[C:31]=6[N:32]=[CH:33][N:34]=5)[CH:26]=[N:25]4)[CH2:21]3)[CH2:16][CH2:15]2)[N:10]=[C:9]([C:49]([F:52])([F:51])[F:50])[N:8]=1)(=O)=O.[CH3:53][NH:54][CH3:55]>O1CCCC1>[CH3:53][N:54]([CH2:6][C:7]1[N:8]=[C:9]([C:49]([F:51])([F:52])[F:50])[N:10]=[C:11]([O:13][C@@H:14]2[CH2:19][CH2:18][C@H:17]([N:20]3[CH2:21][C:22]([CH2:46][C:47]#[N:48])([N:24]4[CH:28]=[C:27]([C:29]5[C:30]6[CH:37]=[CH:36][N:35]([CH2:38][O:39][CH2:40][CH2:41][Si:42]([CH3:44])([CH3:45])[CH3:43])[C:31]=6[N:32]=[CH:33][N:34]=5)[CH:26]=[N:25]4)[CH2:23]3)[CH2:16][CH2:15]2)[CH:12]=1)[CH3:55]

Participants

Conditions

Temperature: 25 °C

Procedure

[6-[(cis-4-{3-(Cyanomethyl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}cyclohexyl)oxy]-2-(trifluoromethyl)pyrimidin-4-yl]methyl methanesulfonate (450.0 mg, 0.5906 mmol) was dissolved in tetrahydrofuran (10.00 mL) and 2.0 M dimethylamine in tetrahydrofuran (4.00 mL, 8.00 mmol) was added. The reaction were stirred at 25° C. for 16 hours at which time LCMS analysis showed that the reaction was completed. The solvent was then removed and the product was used in the next reaction without purification. MS (ES): 711(M+1).

Workup

customThe solvent was then removed
customthe product was used in the next reaction without purification

Sources & evidence

ORD record: ord-bf47d36726744c2f928ed110bbb36869
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09359358B2

Reaction notes

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