Pyridine → HCID 91148846, compound

HRID 1792520Notes

Reaction equation

HRID 1792520 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]([C:14]3[CH:15]=[CH:16][C:17]4[N:18]([C:20]([C:23]5[S:27][C:26]([CH2:28][N:29]6[CH2:33][CH2:32][CH2:31][C@H:30]6CC(N)=O)=[CH:25][CH:24]=5)=[CH:21][N:22]=4)[CH:19]=3)=[CH:12][N:11]([C:38]([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)([C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[N:10]=2)=[CH:5][CH:4]=1)#[N:2].[N:57]1C=CC=C[CH:58]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCCC1>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]([C:14]3[CH:15]=[CH:16][C:17]4[N:18]([C:20]([C:23]5[S:27][C:26]([CH2:28][N:29]6[CH2:33][CH2:32][CH2:31][C@H:30]6[C:58]#[N:57])=[CH:25][CH:24]=5)=[CH:21][N:22]=4)[CH:19]=3)=[CH:12][N:11]([C:38]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)([C:51]3[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=3)[C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[N:10]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 131725859HCID 131725859, compound

Product 1

HCID 91148846HCID 91148846, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

While 144 mg of (2S)-1-[(5-{6-[3-(4-cyanophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}-2-thienyl)methyl]tetrahydro-1H-2-pyrrole carboxyamide obtained in Example 35 was cooled in 1 mL tetrahydrofuran under ice-cooling, 0.05 mL pyridine and 0.57 mL trifluoroacetic anhydride were added thereto, and the mixture was stirred for 30 minutes. The solvent was removed, and the residue was purified with an NH silica gel column (hexane/ethyl acetate) to give 116 mg of the title compound (film)

Workup

  1. temperaturecooling
  2. customThe solvent was removed
  3. customthe residue was purified with an NH silica gel column (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-1435329b8b3e46a5a161aba6177db323
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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