3,5-Bis(trifluoromethyl)benzoyl chloride → HCID 131722250, compound

HRID 1699471Notes

Reaction equation

[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6](Cl)=[O:7].[C:18]1([CH2:24][C@H:25]2[CH2:30][C@H:29]([N:31]3[CH2:36][CH2:35][CH:34]([N:37]4[C:41]5[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=5[NH:39][C:38]4=[O:46])[CH2:33][CH2:32]3)[CH2:28][CH2:27][NH:26]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:11]=1)[C:6]([N:26]1[CH2:27][CH2:28][C@@H:29]([N:31]2[CH2:36][CH2:35][CH:34]([N:37]3[C:41]4[CH:42]=[CH:43][CH:44]=[CH:45][C:40]=4[NH:39][C:38]3=[O:46])[CH2:33][CH2:32]2)[CH2:30][C@@H:25]1[CH2:24][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:7]

Participants

Reactant 2

HCID 1018563,5-Bis(trifluoromethyl)benzoyl chloride

HCID 131722251HCID 131722251, compound

Product 1

HCID 131722250HCID 131722250, compound

Procedure

Using the same reaction procedure as described in example B5, 3,5-bis(trifluoromethyl)benzoyl chloride was reacted with intermediate 8 to form (±)-trans-1-[3,5-bis(trifluoromethyl)benzoyl]-4-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]-2-(phenylmethyl)piperidine (compound 43, mp. 156.1° C.).

Workup

customthe same reaction procedure

Sources & evidence

ORD record: ord-497e4528199a4099b16d34a8f9f31bfb
Source dataset: uspto-grants-2002_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06346540B1

Reaction notes

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