N-{5-(acetylamino)-2-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}-2,2-dimethylbutanamide → HCID 57937317, compound

HRID 1435460Notes

Reaction equation

HRID 1435460 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([NH:19][CH2:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[C:9]([NH:11][C:12](=O)[C:13]([CH3:17])([CH3:16])[CH2:14][CH3:15])[CH:10]=1)(=[O:3])[CH3:2]>CC(O)=O>[CH3:16][C:13]([C:12]1[N:19]([CH2:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[C:8]2[CH:7]=[CH:6][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:10][C:9]=2[N:11]=1)([CH3:17])[CH2:14][CH3:15]

Participants

3

Reactant 1

HCID 57937321N-{5-(acetylamino)-2-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}-2,2-dimethylbutanamide

Product 1

HCID 57937317HCID 57937317, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Following the same procedure in Example 1, Step F, using N-{5-(acetylamino)-2-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}-2,2-dimethylbutanamide (5.12 g, 14.2 mmol) in AcOH (60 mL). Yield: 2.30 g (47%). 1H NMR (400 MHz, CHLOROFORM-D): δ 0.78 (t, J=7.42 Hz, 3 H), 1.45-1.60 (m, 10 H), 1.86 (q, J=7.42 Hz, 2 H), 2.19 (s, 3 H), 2.22-2.37 (m, 1 H), 3.24-3.38 (m, 2 H), 3.91-4.02 (m, 2 H), 4.17 (d, J=7.42 Hz, 2 H), 7.26 (d, J=8.5 Hz, 1 H), 7.39 (s, 1 H), 7.53 (dd, J=8.69, 2.05 Hz, 1 H), 7.67 (d, J=1.95 Hz, 1 H); MS (ESI) (M+H)+=344.05.

Sources & evidence

ORD record
ord-f55c0ee05a6f4335bbafd465321779cc
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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