2,2-Diphenylacetyl chloride → HCID 21957256, compound

HRID 2213510Notes

Reaction equation

HRID 2213510 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])[O: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])[O: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 21957208Isopropyl 3-[1-(3-aminopropyl)-4-piperidinyl]phenylcarbamate

Product 1

HCID 21957256HCID 21957256, compound

Procedure

Example 144 was prepared from diphenylacetyl chloride and isopropyl 3-[1-(3-aminopropyl)-4-piperidinyl]phenylcarbamate according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 7.25–7.12 (m, 12H), 7.09–7.06 (m, 1H), 7.00–6.94 (m, 1H), 6.79 (d, 1H, J=7.6 Hz), 6.60 (s, 1H), 4.92 (septet, 1H, J=6.2 Hz), 4.79 (s, 1H), 4.04 (q, 1H, J=6.4 Hz), 3.30 (q, 2H, J=5.8 Hz), 2.91–2.83 (m, 2H), 2.42–2.30 (m, 3H), 1.91 (t, 2H, J=11.4 Hz), 1.74–1.67 (m, 2H), 1.65–1.51 (m, 3H), 1.21 (d, 6H, J=6.2 Hz); ESMS m/e: 514.2 (M+H)+.

Sources & evidence

ORD record
ord-682eea826fe242828cce48df899464d3
Source dataset
uspto-grants-2006_09
Patent number
US07105544B2

Reaction notes

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