tert-Butyl 4,7-diazaspiro(2.5)octane-4-carboxylate → HCID 118044904, compound

HRID 525695Notes

Reaction equation

HRID 525695 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]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)=[O:7])=[CH:4][N:3]=1.[CH2:33]1[C:35]2([CH2:40][NH:39][CH2:38][CH2:37][N:36]2C(OC(C)(C)C)=O)[CH2:34]1>>[NH:26]1[C:22]([C:21]2[C:2]([N:39]3[CH2:40][C:35]4([CH2:33][CH2:34]4)[NH:36][CH2:37][CH2:38]3)=[N:3][CH:4]=[C:5]([CH:20]=2)[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:18])([F:19])[F:17])=[CH:11][CH:10]=2)=[O:7])=[CH:23][CH:24]=[N:25]1

Participants

3

Reactant 2

HCID 51358567tert-Butyl 4,7-diazaspiro(2.5)octane-4-carboxylateHCID 899080896-chloro-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Product 1

HCID 118044904HCID 118044904, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Example 33 using 6-chloro-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 32.1) and tert-butyl 4,7-diazaspiro[2.5]octane-4-carboxylate to afford an amorphous white powder. HPLC (Condition 4) tR=4.17 min, UPLC-MS (Condition 3) tR=0.78 min, m/z=459.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 0.46-0.85 (m, 4H) 3.04 (br. s, 2H) 3.16-3.37 (m, 5H) 6.67 (br. s, 1H) 7.34 (d, J=8.60 Hz, 2H) 7.86 (d, J=9.38 Hz, 3H) 8.34 (br. s, 1H) 8.75 (s, 1H) 10.43 (s, 1H) 12.96-13.19 (m, 1H).

Workup

  1. customto afford an amorphous white powder

Sources & evidence

ORD record
ord-cfaca20fda1447f1b922b2c128568bd5
Source dataset
uspto-grants-2016_05
Patent number
US09340537B2

Reaction notes

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