Morpholine → HCID 89907358, compound

HRID 525729Notes

Reaction equation

HRID 525729 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.[NH:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]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:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)=[N:3][CH:4]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 867026376-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)nicotinamide

Product 1

HCID 89907358HCID 89907358, 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 morpholine to afford a white powder. HPLC (Condition 4) tR=5.62 min, UPLC-MS (Condition 3) tR=1.03 min, m/z=450 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 3.14 (d, J=1.17 Hz, 4H) 3.55-3.68 (m, 4H) 6.71 (br. s, 1H) 7.33 (d, J=8.60 Hz, 2H) 7.87 (d, J=8.99 Hz, 3H) 8.34 (br. s, 1H) 8.75 (s, 1H) 10.41 (br. s, 1H) 13.04 (br. s, 1H).

Workup

  1. customto afford a white powder

Sources & evidence

ORD record
ord-11db88ac6b944667afcb3d9ed0a79ae3
Source dataset
uspto-grants-2016_05
Patent number
US09340537B2

Reaction notes

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