Ammonia → HCID 136623664, compound

HRID 1052788Notes

Reaction equation

HRID 1052788 reaction equation
[OH:1][CH2:2][C:3]([CH3:48])([CH3:47])[CH2:4][N:5]1[CH:9]=[CH:8][C:7]([C:10]2[C:18]3[C:17]([NH:19][C@H:20]([C:22]4[N:27]([C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=5)[C:26](=[O:34])[C:25]5=[C:35]([CH3:38])[CH:36]=[CH:37][N:24]5[N:23]=4)[CH3:21])=[N:16][CH:15]=[N:14][C:13]=3[N:12](COCC[Si](C)(C)C)[CH:11]=2)=[N:6]1.FC(F)(F)C(O)=O.N>>[OH:1][CH2:2][C:3]([CH3:47])([CH3:48])[CH2:4][N:5]1[CH:9]=[CH:8][C:7]([C:10]2[C:18]3[C:17]([NH:19][C@H:20]([C:22]4[N:27]([C:28]5[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=5)[C:26](=[O:34])[C:25]5=[C:35]([CH3:38])[CH:36]=[CH:37][N:24]5[N:23]=4)[CH3:21])=[N:16][CH:15]=[N:14][C:13]=3[NH:12][CH:11]=2)=[N:6]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 131736265HCID 131736265, compound

Product 1

HCID 136623664HCID 136623664, compoundYield 100%

Procedure

(S)-2-(1-((5-(1-(3-Hydroxy-2,2-dimethylpropyl)-1H-pyrazol-3-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (4 mg, 0.01 mmol) was treated with trifluoroacetic acid (1 mL, 13 mmol) and a solution of ammonia (7N in methanol, 5 mL, 35 mmol) according to the method described in Example 27 to give 3.2 mg (100% yield) of the title compound. Purity 85%.

Sources & evidence

ORD record
ord-b9046dd7d07743ae8663fb7f5c3673af
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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