Ammonia → HCID 118433720, compound

HRID 1052855Notes

Reaction equation

[CH3:1][N:2]([CH3:52])[CH:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[C:13]([C:15]3[C:23]4[C:22]([NH:24][C@H:25]([C:27]5[N:32]([C:33]6[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=6)[C:31](=[O:39])[C:30]6=[C:40]([CH3:43])[CH:41]=[CH:42][N:29]6[N:28]=5)[CH3:26])=[N:21][CH:20]=[N:19][C:18]=4[N:17](COCC[Si](C)(C)C)[CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH2:5][CH2:4]1.FC(F)(F)C(O)=O.N>>[CH3:52][N:2]([CH3:1])[CH:3]1[CH2:4][CH2:5][N:6]([C:9]2[CH:14]=[C:13]([C:15]3[C:23]4[C:22]([NH:24][C@H:25]([C:27]5[N:32]([C:33]6[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=6)[C:31](=[O:39])[C:30]6=[C:40]([CH3:43])[CH:41]=[CH:42][N:29]6[N:28]=5)[CH3:26])=[N:21][CH:20]=[N:19][C:18]=4[NH:17][CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH2:7][CH2:8]1

Participants

Reactant 3

HCID 222Ammonia

HCID 6422Trifluoroacetic acid

HCID 131736245HCID 131736245, compound

Product 1

HCID 118433720HCID 118433720, compoundYield 50%

Procedure

(S)-2-(1-((5-(2-(4-(Dimethylamino)piperidin-1-yl)pyridin-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 (12 mg, 0.02 mmol) was treated with trifluoroacetic acid (1 ml, 13 mmol) and a solution of ammonia (7N in methanol, 1 ml, 60 mmol) according to the method described in Example 27 to give 5 mg (50% yield) of the title compound as a solid. Purity 98%.

Sources & evidence

ORD record: ord-58d8a905f0b84c6aaa5e11d05ca2330a
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09388189B2

Reaction notes

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