Acetic Acid → HCID 21200495, compound

HRID 1601927Notes

Reaction equation

HRID 1601927 reaction equation
[CH3:1]NC(=[O:17])NC1(C2C=CC=CC=2)CCNCC1.C(O)(=O)C.O.O.[ClH:24].[C:25]([N:33]1[CH2:38][CH2:37][O:36][C:35]([C:57]2[CH:62]=[CH:61][C:60]([F:63])=[C:59]([F:64])[CH:58]=2)([CH2:39][CH2:40][N:41]2[CH2:46][CH2:45][C:44]([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)([NH:47][C:48]([NH2:50])=[O:49])[CH2:43][CH2:42]2)[CH2:34]1)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C([BH3-])#N.[Na+]>CO>[OH2:17].[ClH:24].[C:25]([N:33]1[CH2:38][CH2:37][O:36][C:35]([C:57]2[CH:62]=[CH:61][C:60]([F:63])=[C:59]([F:64])[CH:58]=2)([CH2:39][CH2:40][N:41]2[CH2:46][CH2:45][C:44]([NH:47][C:48]([NH:50][CH3:1])=[O:49])([C:51]3[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=3)[CH2:43][CH2:42]2)[CH2:34]1)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5003444Sodium cyanoborohydrideHCID 18414381HCID 18414381, compoundHCID 21200523HCID 21200523, compound

Product 1

HCID 21200495HCID 21200495, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

This compound is prepared by the procedure described in step B of EXAMPLE 68 from 1.85 g of 4-(N'-methylureido)-4-phenylpiperidine (free base), 0.44 ml of acetic acid and 26 ml of MeOH, and then 2.75 g of the compound obtained in step A of EXAMPLE 68 in 26 ml of MeOH and 0.55 g of sodium cyanoborohydride in 26 ml of MeOH. This gives 2 g of the expected product. M.p.=170-173° C.

Workup

  1. customThis compound is prepared by the procedure

Sources & evidence

ORD record
ord-29360d1a3dbe46c9904878adaecb4edb
Source dataset
uspto-grants-1999_11
Patent number
US05977359

Reaction notes

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