Ammonia → HCID 90103149, compound

HRID 1052738Notes

Reaction equation

HRID 1052738 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH:8]=[C:7]([C:9]2[C:17]3[C:16]([NH:18][C@H:19]([C:21]4[N:26]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[C:25](=[O:33])[C:24]5=[C:34]([CH3:37])[CH:35]=[CH:36][N:23]5[N:22]=4)[CH3:20])=[N:15][CH:14]=[N:13][C:12]=3[N:11](COCC[Si](C)(C)C)[CH:10]=2)[CH:6]=[N:5]1.FC(F)(F)C(O)=O.N>>[OH:1][CH2:2][CH2:3][N:4]1[CH:8]=[C:7]([C:9]2[C:17]3[C:16]([NH:18][C@H:19]([C:21]4[N:26]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[C:25](=[O:33])[C:24]5=[C:34]([CH3:37])[CH:35]=[CH:36][N:23]5[N:22]=4)[CH3:20])=[N:15][CH:14]=[N:13][C:12]=3[NH:11][CH:10]=2)[CH:6]=[N:5]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 131736254HCID 131736254, compound

Product 1

HCID 90103149HCID 90103149, compoundYield 88.8%

Procedure

(S)-2-(1-((5-(1-(2-Hydroxyethyl)-1H-pyrazol-4-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 (33 mg, 0.05 mmol) was treated with trifluoroacetic acid (1.5 mL, 19.47 mmol) and a solution of ammonia (7N in methanol, 2 mL, 14 mmol) according to the method described in Example 27 to give 22 mg (84% yield) of the title compound. Purity 100%.

Sources & evidence

ORD record
ord-338288af49c843feb78085516bc4d26f
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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