1H-Tetrazole, 5-chloro-1-phenyl- → HCID 24874670, compound

HRID 1157308Notes

Reaction equation

HRID 1157308 reaction equation
C[C@@H]1CNC[C@H](C)N1.ClC1N(C2C=CC=CC=2)N=NN=1.[CH3:21][C@H:22]1[NH:27][C@@H:26]([CH3:28])[CH2:25][N:24]([C:29]2[N:33]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:32]=[N:31][N:30]=2)[CH2:23]1.[F:40][C:41]1[CH:46]=[N:45][C:44]([N:47]2[CH:51]=[CH:50][N:49]=[N:48]2)=[C:43]2[NH:52][CH:53]=[C:54]([C:55](=[O:59])[C:56](O)=[O:57])[C:42]=12>>[CH3:28][C@H:26]1[NH:27][C@@H:22]([CH3:21])[CH2:23][N:24]([C:29]2[N:33]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:32]=[N:31][N:30]=2)[CH2:25]1.[CH3:21][C@@H:22]1[CH2:23][N:24]([C:29]2[N:33]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:32]=[N:31][N:30]=2)[CH2:25][C@H:26]([CH3:28])[N:27]1[C:56](=[O:57])[C:55]([C:54]1[C:42]2[C:43](=[C:44]([N:47]3[CH:51]=[CH:50][N:49]=[N:48]3)[N:45]=[CH:46][C:41]=2[F:40])[NH:52][CH:53]=1)=[O:59]

Participants

6

Reactant 4

HCID 842621H-Tetrazole, 5-chloro-1-phenyl-HCID 6950261rel-(2R,6S)-2,6-dimethylpiperazineHCID 58806128HCID 58806128, compoundHCID 59511263HCID 59511263, compound

Product 2

HCID 24874670HCID 24874670, compoundHCID 59511263HCID 59511263, compound

Procedure

(3R,5S)-3,5-dimethyl-1-(1-phenyl-1H-tetrazol-5-yl)piperazine was prepared via method A in chemistry section 1 using (2R,6S)-2,6-dimethylpiperazine and 5-chloro-1-phenyl-1H-tetrazole. (3R,5S)-3,5-dimethyl-1-(1-phenyl-1H-tetrazol-5-yl)piperazine was coupled with 2-(4-fluoro-7-(1H-1,2,3-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid using method B for the preparation of compound 3 in chemistry section A to provide the desired product 1-((2R,6S)-2,6-dimethyl-4-(1-phenyl-1H-tetrazol-5-yl)piperazin-1-yl)-2-(4-fluoro-7-(1H-1,2,3-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione with the following characteristics:

Sources & evidence

ORD record
ord-79b101d922384060bbca1c5f79a3726c
Source dataset
uspto-grants-2010_10
Patent number
US07807671B2

Reaction notes

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