Acetic Acid → HCID 21200622, compound

HRID 1601928Notes

Reaction equation

HRID 1601928 reaction equation
[CH3:1][N:2]([CH3:18])[NH:3][C:4]([C:6]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:5].C(O)(=O)C.O.O.[ClH:25].[C:26]([N:34]1[CH2:39][CH2:38][O:37][C:36]([C:58]2[CH:63]=[CH:62][C:61]([F:64])=[C:60]([F:65])[CH:59]=2)([CH2:40][CH2:41]N2CCC(C3C=CC=CC=3)(NC(N)=O)CC2)[CH2:35]1)(=[O:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C([BH3-])#N.[Na+]>CO>[ClH:25].[ClH:25].[C:26]([N:34]1[CH2:39][CH2:38][O:37][C:36]([C:58]2[CH:63]=[CH:62][C:61]([F:64])=[C:60]([F:65])[CH:59]=2)([CH2:40][CH2:41][N:9]2[CH2:8][CH2:7][C:6]([C:4](=[O:5])[NH:3][N:2]([CH3:18])[CH3:1])([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:11][CH2:10]2)[CH2:35]1)(=[O:33])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5003444Sodium cyanoborohydrideHCID 21200523HCID 21200523, compoundHCID 21200531HCID 21200531, compound

Product 1

HCID 21200622HCID 21200622, compoundYield 145%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

This compound is prepared by the procedure described in step B of EXAMPLE 68 from 1.55 g of 4-(3,3-dimethylcarbazoyl)-4-phenylpiperidine (free base) and 0.38 ml of acetic acid in 26 ml of MeOH, and then 2.4 g of the compound obtained in step A of EXAMPLE 68 in 26 ml of MeOH and 0.47 g of sodium cyanoborohydride in 26 ml of MeOH. This gives 1.82 g of the expected product.

Workup

  1. customThis compound is prepared by the procedure

Sources & evidence

ORD record
ord-9b969a8b39694c50870bbef647bc9787
Source dataset
uspto-grants-1999_11
Patent number
US05977359

Reaction notes

Loading…