Hydrochloric Acid → HCID 24883241, compound

HRID 2421086Notes

Reaction equation

HRID 2421086 reaction equation
[N:1]1([CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[CH2:6][CH2:5][CH:4]([N:7]2[C@@H:15]3[C@H:10]([CH2:11][CH2:12][CH2:13][CH2:14]3)[CH2:9][C:8]2=[O:16])[CH2:3][CH2:2]1.Cl[C:24]([O:26][CH:27]([CH3:29])[CH3:28])=[O:25].Cl>>[O:16]=[C:8]1[CH2:9][C@@H:10]2[C@H:15]([CH2:14][CH2:13][CH2:12][CH2:11]2)[N:7]1[CH:4]1[CH2:3][CH2:2][N:1]([CH:17]2[CH2:18][CH2:19][N:20]([C:24]([O:26][CH:27]([CH3:29])[CH3:28])=[O:25])[CH2:21][CH2:22]2)[CH2:6][CH2:5]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7917Isopropyl chloroformateHCID 59025434HCID 59025434, compound

Product 1

HCID 24883241HCID 24883241, compound

Procedure

Following procedure similar to Example 82, the title compound was prepared from (3aR,7aS)-1-(1,4′-bipiperidin-4-yl)octahydro-2H-indol-2-one and isopropyl chloroformate. 1H NMR (400 MHz, METHANOL-D4) HCl salt: 6 ppm 1.24 (d, J=5.86 Hz, 6H), 1.27-1.53 (m, 4H), 1.53-1.83 (m, 4H), 1.84-2.00 (m, 4H), 2.04-2.17 (m, 3H), 2.26 (d, J=6.64 Hz, 1H), 2.28-2.37 (m, 1H), 2.35-2.68 (m, 2H), 2.74-2.95 (m, 2H), 3.03-3.23 (m, 3H), 3.34-3.46 (m, 1H), 3.60 (d, J=12.89 Hz, 2H), 3.78-3.94 (m, 1H), 4.29 (d, J=14.06 Hz, 2H), 4.76-4.88 (m, 1H). MS (M+1): 392.3

Sources & evidence

ORD record
ord-a7b179a3d27d445ab07ac9d3eaafec16
Source dataset
uspto-grants-2011_06
Patent number
US07956069B2

Reaction notes

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