Ammonia → HCID 58421489, compound

HRID 406112Notes

Reaction equation

HRID 406112 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]3[C:17]([CH3:18])=[C:16](C(O)=O)[S:15][C:11]=3[N:12]=[CH:13][N:14]=2)=[C:4]([O:22][C@@H:23]2[CH2:28][CH2:27][CH2:26][CH2:25][C@H:24]2[O:29][CH3:30])[CH:3]=1.N.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.C[N:66]([CH:68]=[O:69])C>O1CCOCC1.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:10]3[C:17]([CH3:18])=[C:16]([C:68]([NH2:66])=[O:69])[S:15][C:11]=3[N:12]=[CH:13][N:14]=2)=[C:4]([O:22][C@@H:23]2[CH2:28][CH2:27][CH2:26][CH2:25][C@H:24]2[O:29][CH3:30])[CH:3]=1

Participants

8

Reactant 5

HCID 222AmmoniaHCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58421521HCID 58421521, compound

Product 1

HCID 58421489HCID 58421489, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 0.21 g 4-[4-Fluoro-2-((1R,2R)-2-methoxy-cyclohexyloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid, 5 ml ammonia 0.5 M in dioxane, 0.22 g HATU, 0.10 ml DIPEA and 2 ml DMF was stirred at rt overnight. The reaction mixture was diluted with water and filtered. The solid was dried in vacuo at 65° C.

Workup

  1. filtrationfiltered
  2. customThe solid was dried in vacuo at 65° C.

Sources & evidence

ORD record
ord-0ec9f2057f3d4252938ea73c7c61a2bd
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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