1-Cyclopropylpiperazine → HCID 89908234, compound

HRID 525724Notes

Reaction equation

HRID 525724 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.[CH:33]1([N:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[CH2:35][CH2:34]1>>[Cl:19][C:16]([F:18])([F:17])[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:39]3[CH2:40][CH2:41][N:36]([CH:33]4[CH2:35][CH2:34]4)[CH2:37][CH2:38]3)=[N:3][CH:4]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 47420041-CyclopropylpiperazineHCID 867026376-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)nicotinamide

Product 1

HCID 89908234HCID 89908234, 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 1-cyclopropylpiperazine to afford an off-white powder. UPLC-MS (Condition 3) tR=0.84 min, m/z=489 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 0.22-0.45 (m, 4H) 1.56-1.66 (m, 1H) 2.56 (br. s, 4H) 3.12 (br. s, 4H) 6.67 (br. s, 1H) 7.33 (d, J=8.60 Hz, 2H) 7.79-7.91 (m, 3H) 8.32 (br. s, 1H) 8.72 (s, 1H) 10.39 (br. s, 1H) 12.98-13.19 (m, 1H).

Workup

  1. customto afford an off-white powder

Sources & evidence

ORD record
ord-91400788cff543e2b8cc52c2fedd6f12
Source dataset
uspto-grants-2016_05
Patent number
US09340537B2

Reaction notes

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