Ammonia → HCID 58421602, compound

HRID 406098Notes

Reaction equation

HRID 406098 reaction equation
C[N:2](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:25][C:26]1[CH:31]=[CH:30][C:29]([NH:32][C:33]2[C:34]3[C:41]([CH3:42])=[C:40]([C:43]([OH:45])=O)[S:39][C:35]=3[N:36]=[CH:37][N:38]=2)=[C:28]([O:46][CH:47]2[CH2:51][CH2:50][CH:49]([OH:52])[CH2:48]2)[CH:27]=1.CCN(C(C)C)C(C)C.N>CN(C=O)C.CO>[F:25][C:26]1[CH:31]=[CH:30][C:29]([NH:32][C:33]2[C:34]3[C:41]([CH3:42])=[C:40]([C:43]([NH2:2])=[O:45])[S:39][C:35]=3[N:36]=[CH:37][N:38]=2)=[C:28]([O:46][CH:47]2[CH2:51][CH2:50][CH:49]([OH:52])[CH2:48]2)[CH:27]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58421800HCID 58421800, compound

Product 1

HCID 58421602HCID 58421602, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

HATU (147 mg) was added at 0° C. to a mixture of 4-(4-fluoro-2-(3-hydroxycyclopentyloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxilic acid (130 mg) and DIPEA (67 μl) in DMF (2.0 ml). After 30 min 7 M NH3 in MeOH (1.0 ml) was added and the mixture was allowed to warm to room temperature over weekend. The reaction mixture was concentrated in vacuo. The residue was treated with hot MeOH. The mixture was allowed to cool, then it was filtered to yield the desired product.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionThe residue was treated with hot MeOH
  3. temperatureto cool
  4. filtrationit was filtered

Sources & evidence

ORD record
ord-5f29d46a74fe46aca6709ea06298f428
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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