Triethylamine → HCID 58413101, compound

HRID 240644Notes

Reaction equation

HRID 240644 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:19]([OH:21])=O)[S:15][C:11]=3[N:12]=[CH:13][N:14]=2)=[C:4]([O:22][C@@H:23]2[CH2:27][CH2:26][O:25][CH2:24]2)[CH:3]=1.C(N(CC)CC)C.CN([C:38]([O:42][N:43]1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.Cl.CNO>CN(C=O)C>[CH3:38][O:42][NH:43][C:19]([C:16]1[S:15][C:11]2[N:12]=[CH:13][N:14]=[C:9]([NH:8][C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=3[O:22][C@@H:23]3[CH2:27][CH2:26][O:25][CH2:24]3)[C:10]=2[C:17]=1[CH3:18])=[O:21]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 77906N-methylhydroxylamine hydrochlorideHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 58413081HCID 58413081, compound

Product 1

HCID 58413101HCID 58413101, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-{4-Fluoro-2-[(R)-(tetrahydro-furan-3-yl)oxy]-phenylamino}-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid (100 mg) was dissolved in DMF (3 ml) and triethylamine (79 μl) was added. To this mixture TBTU (90 mg) was added and the reaction was stirred for 10 mins. After this time methylhydroxylamine hydrochloride (27 mg) was added and the reaction was stirred at 40° C. overnight. The mixture was purified by RP-chromatography (method A).

Workup

  1. stirringthe reaction was stirred at 40° C. overnight
  2. customThe mixture was purified by RP-chromatography (method A)

Sources & evidence

ORD record
ord-d3a5ac613c6249489295e1fc8613f9a1
Source dataset
uspto-grants-2014_02
Patent number
US08648068B2

Reaction notes

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