Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 53482601, compound

HRID 1185299Notes

Reaction equation

HRID 1185299 reaction equation
[O:1]1[CH2:4][CH:3]([N:5]2[CH:9]=[C:8]([NH2:10])[CH:7]=[N:6]2)[CH2:2]1.C(OC([NH:18][C:19]1[S:23][C:22]([C:24]2[C:29]([F:30])=[CH:28][CH:27]=[CH:26][C:25]=2[F:31])=[N:21][C:20]=1[C:32](O)=[O:33])=O)(C)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[NH2:18][C:19]1[S:23][C:22]([C:24]2[C:29]([F:30])=[CH:28][CH:27]=[CH:26][C:25]=2[F:31])=[N:21][C:20]=1[C:32]([NH:10][C:8]1[CH:7]=[N:6][N:5]([CH:3]2[CH2:4][O:1][CH2:2]2)[CH:9]=1)=[O:33]

Participants

4

Reactant 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 674381985-((Tert-butoxycarbonyl)amino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acidHCID 674582071-(3-Oxetanyl)-1H-pyrazol-4-aMine

Product 1

HCID 53482601HCID 53482601, compoundYield 9%

Procedure

Following the procedures as described in Example 113, 1-(oxetan-3-yl)-1H-pyrazol-4-amine, 5-(tert-butoxycarbonylamino)-2-(2,6-difluorophenyl)thiazole-4-carboxylic acid, and HATU were reacted to give 138 as a white solid (10 mg, 9%) over two steps. 1H NMR (400 MHz, DMSO) δ 9.93 (s, 1H), 8.36 (s, 1H), 7.86 (s, OH), 7.67-7.41 (m, 1H), 7.28 (t, J=8.4, 1H), 5.46-5.26 (m, 2H), 4.90 (s, 1H), 4.40 (d, J=5.7, 2H). ESIMS m/z=378.0 (M+1)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-59e502788d624e59a27a02bf194a413f
Source dataset
uspto-grants-2014_03
Patent number
US08669361B2

Reaction notes

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