2,2-Diphenylacetyl chloride → HCID 21957162, compound

HRID 1269191Notes

Reaction equation

HRID 1269191 reaction equation
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:17][CH2:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([C:27]2[CH:28]=[C:29]([NH:33][C:34](=[O:39])[CH2:35][CH:36]([CH3:38])[CH3:37])[CH:30]=[CH:31][CH:32]=2)[CH2:23][CH2:22]1>>[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([NH:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([C:27]3[CH:28]=[C:29]([NH:33][C:34](=[O:39])[CH2:35][CH:36]([CH3:37])[CH3:38])[CH:30]=[CH:31][CH:32]=3)[CH2:23][CH2:22]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 746372,2-Diphenylacetyl chlorideHCID 21957229HCID 21957229, compound

Product 1

HCID 21957162HCID 21957162, compound

Procedure

Example 13 was prepared from diphenylacetyl chloride and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}-3-methylbutanamide according to the procedures described in Scheme 8: 1H NMR (400 MHz, CDCl3) δ 10.79–10.51 (br, 1H), 8.85–8.67 (m, 1H), 8.01–7.81 (br, 1H), 7.70 (d, 1H, J=7.2 Hz), 7.47–7.14 (m, 11H), 6.89 (d, 1H, J=7.2 Hz), 5.03 (s, 1H), 3.53–3.26 (m, 4H), 2.96–2.80 (m, 2H), 2.78–2.52 (m, 3H), 2.44–2.14 (m, 2H), 2.26 (d, 2H, J=6.0 Hz), 2.14–1.94 (m, 3H), 1.94–1.76 (m, 2H), 1.10 (d, 6H, J=6.4 Hz); ESMS m/e: 512.3 (M+H)+; Anal. Calc. (HCl salt) C33H42ClN3O2.0.60CH2Cl2: C, 67.36; H, 7.27; N, 7.01. Found: C, 67.08; H, 7.57; N, 7.36.

Sources & evidence

ORD record
ord-8fc53884377241c985f64a9e348cc83c
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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