Ammonia → HCID 90103084, compound

HRID 1052835Notes

Reaction equation

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

Participants

Reactant 3

HCID 222Ammonia

HCID 6422Trifluoroacetic acid

HCID 131736216(S)-N-(4-Methyl-3-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide

Product 1

HCID 90103084HCID 90103084, compoundYield 75.4%

Procedure

(S)—N-(4-Methyl-3-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide (50 mg, 0.07 mmol) was treated with trifluoroacetic acid (2 ml, 25 mmol) and a solution of ammonia (7N in methanol, 2 ml, 117 mmol) according to the method described in Example 27 to give 30 mg (73% yield) of the title compound as a yellow solid. Purity 99%.

Sources & evidence

ORD record: ord-f54760a1bf2b49bba531cda22ea4d81a
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09388189B2

Reaction notes

Loading…