4-Aminobenzoic Acid → HCID 67223486, compound

HRID 521147Notes

Reaction equation

HRID 521147 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][CH2:14][C@@H:13]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=3[CH2:23][C@H:12]12.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:11]2[CH2:16][CH2:15][CH2:14][C@@H:13]3[C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=4[CH2:23][C@H:12]23)=[O:8])=[CH:9][CH:10]=1

Participants

4

Reactant 3

HCID 9784-Aminobenzoic 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 67223486HCID 67223486, compoundYield 70%

Procedure

The title compound is prepared from 4-amino-benzoic 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: 70% of theory; LC (method 4): tR=1.77 min; Mass spectrum (ESI+): m/z=293 [M+H]+.

Sources & evidence

ORD record
ord-26a953b47c3540fe86cd258899d347a2
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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