Triethylamine → HCID 49869895, compound

HRID 527887Notes

Reaction equation

HRID 527887 reaction equation
[CH:1]12[NH:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:9]1[C:10]3[CH:17]=[CH:16][NH:15][C:11]=3[N:12]=[CH:13][N:14]=1)[CH2:2]2.C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:49][C:50]([F:61])([F:60])[C:51]1[CH:59]=[CH:58][C:54]([C:55](O)=[O:56])=[CH:53][CH:52]=1>CN(C=O)C>[N:12]1[C:11]2[NH:15][CH:16]=[CH:17][C:10]=2[C:9]([N:3]2[CH2:2][CH:1]3[N:8]([C:55]([C:54]4[CH:53]=[CH:52][C:51]([C:50]([F:49])([F:60])[F:61])=[CH:59][CH:58]=4)=[O:56])[CH:5]([CH2:6][CH2:7]3)[CH2:4]2)=[N:14][CH:13]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 99664-(Trifluoromethyl)benzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 66888703HCID 66888703, compound2×

Product 1

HCID 49869895HCID 49869895, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-(3,8-Diaza-bicyclo[3.2.1]oct-3-yl)-7H-pyrrolo[2,3-d]pyrimidine (intermediate 4) (0.05 mmol) was dissolved in dry DMF (0.3 mL). Triethylamine (0.18 mmol) and HATU (0.09 mmol) was added followed by 4-trifluoromethylbenzoic acid (0.07 mmol). The reaction mixture was left at it for 16 hours. The pure compounds were obtained by standard preparative HPLC purification of the reaction mixture.

Workup

  1. customThe pure compounds were obtained by standard preparative HPLC purification of the reaction mixture

Sources & evidence

ORD record
ord-8fb9227c82dc4f9590fa32d287c71319
Source dataset
uspto-grants-2016_05
Patent number
US09346809B2

Reaction notes

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