[3-(Trifluoromethyl)-1-trityl-1H-pyrazol-4-YL]boronic acid → HCID 86760170, compound

HRID 1792626Notes

Reaction equation

HRID 1792626 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[C:24](Br)[CH:25]=4)[N:20]=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)=[O:10])=[CH:4][CH:3]=1.[F:28][C:29]([F:58])([F:57])[C:30]1[C:34](B(O)O)=[CH:33][N:32]([C:38]([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[N:31]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[C:24]([C:34]5[C:30]([C:29]([F:57])([F:58])[F:28])=[N:31][N:32]([C:38]([C:45]6[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=6)([C:51]6[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=6)[C:39]6[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=6)[CH:33]=5)[CH:25]=4)[N:20]=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 22032227[3-(Trifluoromethyl)-1-trityl-1H-pyrazol-4-YL]boronic acidHCID 23537265HCID 23537265, compound

Product 1

HCID 86760170HCID 86760170, compoundYield 43.7%

Procedure

73 mg 1-(6-bromoquinolin-4-yl)piperidine-4-carboxylic acid (4-fluorophenyl)amide (compound in Production Example 457) and 94 mg 3-trifluoromethyl-1-trityl-1H-4-pyrazolylboronic acid (compound in Production Example 31) were reacted in the same manner as in Example 9, to give 54 mg 1-[6-(3-trifluoromethyl-1-trityl-1H-pyrazol-4-yl)quinolin-4-yl]-piperidine-4-carboxylic acid (4-fluorophenyl)amide. This product was reacted in the same manner as in Example 67 to give 54 mg of the title compound as pale gray crystals.

Sources & evidence

ORD record
ord-40a2a7e3a6d442869adf5d74ce4f7765
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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