3-Methylazetidin-3-ol → HCID 118045185, compound

HRID 525733Notes

Reaction equation

HRID 525733 reaction equation
Cl[C:2]1[C:21]([C:22]2[N:26](C3CCCCO3)[N:25]=[CH:24][CH:23]=2)=[CH:20][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([Cl:19])([F:18])[F:17])=[CH:11][CH:10]=2)=[O:7])=[CH:4][N:3]=1.[CH3:33][C:34]1([OH:38])[CH2:37][NH:36][CH2:35]1>>[Cl:19][C:16]([F:17])([F:18])[O:15][C:12]1[CH:11]=[CH:10][C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:20]=[C:21]([C:22]3[NH:26][N:25]=[CH:24][CH:23]=3)[C:2]([N:36]3[CH2:37][C:34]([OH:38])([CH3:33])[CH2:35]3)=[N:3][CH:4]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 115427823-Methylazetidin-3-olHCID 867026376-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)nicotinamide

Product 1

HCID 118045185HCID 118045185, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Example 33 using 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)nicotinamide (Stage 48.2) and 3-methylazetidin-3-ol to afford a white powder. HPLC (Condition 4) tR=4.8 min, UPLC-MS (Condition 3) tR=0.94 min, m/z=450 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.30 (s, 3H) 3.61 (s, 4H) 5.41 (s, 1H) 6.41 (br. s, 1H) 7.31 (d, J=8.60 Hz, 2H) 7.74-7.90 (m, 3H) 7.99-8.09 (m, 1H) 8.70 (br. s, 1H) 10.21 (s, 1H) 12.90-13.18 (m, 1H).

Workup

  1. customto afford a white powder

Sources & evidence

ORD record
ord-f749c09aa75e48fc9070cb95cee8baec
Source dataset
uspto-grants-2016_05
Patent number
US09340537B2

Reaction notes

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