(S)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(1-(methylsulfonyl)pyrrolidin-3-yl)pyrimidin-4-amine → HCID 67285972, compound

HRID 526909Notes

Reaction equation

HRID 526909 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:15]([NH:17][C@H:18]4[CH2:22][CH2:21][N:20](S(C)(=O)=O)[CH2:19]4)[C:14]([F:27])=[CH:13][N:12]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[C:28](=O)([O:37][CH2:38][CH:39]1[CH2:43][CH2:42][O:41][CH2:40]1)[O:29]N1C(=O)CCC1=O>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:15]([NH:17][CH:18]4[CH2:22][CH2:21][N:20]([C:28]([O:37][CH2:38][C@H:39]5[CH2:43][CH2:42][O:41][CH2:40]5)=[O:29])[CH2:19]4)[C:14]([F:27])=[CH:13][N:12]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 68008525(S)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-(1-(methylsulfonyl)pyrrolidin-3-yl)pyrimidin-4-amineHCID 86667414HCID 86667414, compound

Product 1

HCID 67285972HCID 67285972, compoundYield 10%

Procedure

According to the procedure for compound 398 using 2,5-dioxopyrrolidin-1-yl (tetrahydrofuran-3-yl)methyl carbonate (0.023 g, 0.096 mmol) afforded 5.7 mg (10% yield) of 484, as a trifluoroacetic acid salt after preparatory HPLC purification.

Sources & evidence

ORD record
ord-47001202f8314052b4cae89281346511
Source dataset
uspto-grants-2016_05
Patent number
US09345708B2

Reaction notes

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