Triethylamine → HCID 57580533, compound

HRID 1692424Notes

Reaction equation

HRID 1692424 reaction equation
[CH:1]1([C:4]2[C:9]([C:10]([N:12]3[CH2:17][CH2:16][CH:15]([N:18]4[CH2:22][CH2:21][CH2:20][CH2:19]4)[CH2:14][CH2:13]3)=[O:11])=[C:8]([CH3:23])[N:7]=[C:6]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([O:30][C:31]([F:34])([F:33])[F:32])[CH:25]=3)[N:5]=2)[CH2:3][CH2:2]1.CN([C:38]([O:42]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.Cl.Cl.N1CCC(N2CCC[C@H]2CO)CC1>CN(C=O)C>[CH:1]1([C:4]2[C:9]([C:10]([N:12]3[CH2:17][CH2:16][CH:15]([N:18]4[CH2:19][CH2:20][CH2:21][C@H:22]4[CH2:38][OH:42])[CH2:14][CH2:13]3)=[O:11])=[C:8]([CH3:23])[N:7]=[C:6]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([O:30][C:31]([F:32])([F:33])[F:34])[CH:25]=3)[N:5]=2)[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 57580529HCID 57580529, compoundHCID 66901571((S)-1-piperidin-4-yl-pyrrolidin-2-yl)-methanol dihydrochloride2×

Product 1

HCID 57580533HCID 57580533, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described for intermediate 2,4-cyclopropyl-6-methyl-2-(3-trifluoromethoxy-phenyl)-pyrimidine-5-carboxylic acid (example 36) was reacted with HATU, triethylamine and ((S)-1-piperidin-4-yl-pyrrolidin-2-yl)-methanol di-hydrochloride (intermediate 9) in DMF. Subsequent purification by preparative HPLC afforded the title compound as a gum. MS: 505.3 (MH+).

Workup

  1. customSubsequent purification by preparative HPLC

Sources & evidence

ORD record
ord-6f72be3e8978406a981a1fe10e5de233
Source dataset
uspto-grants-2012_04
Patent number
US08153805B2

Reaction notes

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