3H-IMIDAZO[4,5-B]PYRIDINE-6-CARBOXYLIC ACID → HCID 67223715, compound

HRID 521141Notes

Reaction equation

HRID 521141 reaction equation
[NH:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]([C:10]([OH:12])=O)[CH:8]=2)[N:3]=[CH:2]1.[NH:13]1[CH2:18][CH2:17][CH2:16][C@@H:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[CH2:25][C@H:14]12.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>>[N:13]1([C:10]([C:7]2[CH:8]=[C:9]3[NH:1][CH:2]=[N:3][C:4]3=[N:5][CH:6]=2)=[O:12])[CH2:18][CH2:17][CH2:16][C@@H:15]2[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[CH2:25][C@H:14]12

Participants

4

Reactant 3

HCID 47385513H-IMIDAZO[4,5-B]PYRIDINE-6-CARBOXYLIC ACIDHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58123900cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine

Product 1

HCID 67223715HCID 67223715, compoundYield 71%

Procedure

The title compound is prepared from 1H-imidazo[4,5-b]pyridine-6-carboxylic acid and cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine following a procedure analogous to that described in Example 1 [2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate is used]. Yield: 71% of theory; LC (method 4): tR=1.79 min; Mass spectrum (ESI+): m/z=319 [M+H]+.

Sources & evidence

ORD record
ord-adefb59b0eca4a3cb2bcd05fbcfd3aeb
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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