3-Chlorobenzoic Acid → 4-Chloro-N-(1-(4-(4-chlorophenyl)-5,6-dihydropyridin-1(2H)-yl)-1-oxobutan-2-yl)benzamide

HRID 1016108Notes

Reaction equation

HRID 1016108 reaction equation
Cl.CO[C:4](=[O:9])[CH:5]([NH2:8])[CH2:6][CH3:7].Cl.C(OC(=O)C(C)N)C.[Cl:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([OH:26])=O)=[CH:22][CH:21]=1.ClC1C=C(C=CC=1)C(O)=O.[Cl:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2(O)[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]2)=[CH:42][CH:41]=1.Cl.ClC1C=CC(C2CCNCC2)=CC=1>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([C:24]([NH:8][CH:5]([CH2:6][CH3:7])[C:4]([N:49]2[CH2:50][CH2:51][C:46]([C:43]3[CH:42]=[CH:41][C:40]([Cl:39])=[CH:45][CH:44]=3)=[CH:47][CH2:48]2)=[O:9])=[O:26])=[CH:27][CH:28]=1

Participants

7

Reactant 6

HCID 4473-Chlorobenzoic AcidHCID 63184-Chlorobenzoic AcidHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 102560Alanine, ethyl ester, hydrochloride (1:1)HCID 27578434-(4-chlorophenyl)piperidine HydrochlorideHCID 13283515Methyl 2-aminobutanoate hydrochloride

Product 1

HCID 578892334-Chloro-N-(1-(4-(4-chlorophenyl)-5,6-dihydropyridin-1(2H)-yl)-1-oxobutan-2-yl)benzamide

Procedure

Example 224 was prepared in a similar manner as described for the preparation of Example 221 with the exceptions that 2-aminobutyric acid methyl ester hydrochloride was substituted for DL-alanine ethyl ester hydrochloride in Step 1, 4-chlorobenzoic acid was substituted for 3-chlorobenzoic acid in Step 2, and 4-(4-chlorophenyl)-4-hydroxypiperidine was substituted for 4-(4-chlorophenyl)piperidine hydrochloride in Step 4. Example 224 was provided by elimination during Step 5. MS found: (M+H)+=417.

Workup

  1. customExample 224 was prepared in a similar manner
  2. customExample 224 was provided by elimination during Step 5

Sources & evidence

ORD record
ord-19f39b401a124bf58b4cd77cf344b526
Source dataset
uspto-grants-2011_07
Patent number
US07985861B2

Reaction notes

Loading…