2-Propanol, 1-amino-2-methyl- → HCID 71254016, compound

HRID 1775101Notes

Reaction equation

HRID 1775101 reaction equation
F[C:2]1[N:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][N:13]=[C:14]([C:17]4[CH:18]=[N:19][N:20]([CH3:22])[CH:21]=4)[CH:15]=3)[N:10](C3CCCCO3)[N:9]=2)[CH:5]=[CH:4][CH:3]=1.[NH2:29][CH2:30][C:31]([CH3:34])([OH:33])[CH3:32]>>[CH3:32][C:31]([OH:33])([CH3:34])[CH2:30][NH:29][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][N:13]=[C:14]([C:17]4[CH:18]=[N:19][N:20]([CH3:22])[CH:21]=4)[CH:15]=3)[NH:10][N:9]=2)[N:7]=1

Participants

3

Reactant 2

HCID 951022-Propanol, 1-amino-2-methyl-HCID 712534393-(6-fluoropyridin-2-yl)-5-(1-methyl-1H-pyrazol-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine

Product 1

HCID 71254016HCID 71254016, compoundYield 87%

Procedure

Following the procedures as described in Example 189, 3-(6-fluoropyridin-2-yl)-5-(1-methyl-1H-pyrazol-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine and 1-amino-2-methyl-propan-2-ol were reacted. The product was deprotected and purified to give 297 as a white solid (87% over two steps). 1H NMR (400 MHz, DMSO) δ 13.62 (broad s, 1H), 9.01 (s, 1H), 8.72 (s, 1H), 8.25 (s, 1H), 7.98 (s, 1H), 7.47 (t, J=7.8 Hz, 1H), 7.31 (d, J=7.3 Hz, 1H), 6.63-6.56 (m, 2H), 4.73 (s, 1H), 3.89 (s, 3H), 3.56 (d, J=5.8 Hz, 2H), 1.25 (s, 6H). LC/MS: m/z 364.2 [M+1]

Workup

  1. customwere reacted
  2. custompurified

Sources & evidence

ORD record
ord-e979033ccf1b49b7b0c4217e5c55262b
Source dataset
uspto-grants-2016_02
Patent number
US09260425B2

Reaction notes

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