2,2-Diphenylacetyl chloride → HCID 21957152, compound

HRID 1269197Notes

Reaction equation

HRID 1269197 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:40])[CH2:35][C:36]([CH3:39])([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:40])[CH2:35][C:36]([CH3:38])([CH3:37])[CH3:39])[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 21957217HCID 21957217, compound

Product 1

HCID 21957152HCID 21957152, compound

Procedure

Example 19 was prepared from diphenylacetyl chloride and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}-3,3-dimethylbutanamide according procedures described in Scheme 8: 1H NMR (400 MHz, CDCl3) δ 10.73–10.50 (br, 1H), 8.63–8.48 (m, 1H), 7.97–7.77 (br, 1H), 7.70 (d, 1H, J=7.2 Hz), 7.45–7.11 (m, 11H), 6.89 (d, 1H, J=7.2 Hz), 5.01 (s, 1H), 3.46–3.26 (m, 4H), 2.97–2.77 (m, 2H), 2.77–2.50 (m, 3H), 2.42–2.17 (m, 2H), 2.25 (s, 2H), 2.14–1.94 (m, 2H), 1.93–1.78 (m, 2H), 1.00 (s, 9H); ESMS m/e: 526.4 (M+H)+; Anal. Calc. (HCl salt) C34H44ClN3O2.0.31CHCl3: C, 68.77; H, 7.45; N, 7.01. Found: C, 68.51; H, 7.40; N, 7.39.

Sources & evidence

ORD record
ord-459ad7f8341e4fcab47575d13b98f444
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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