4-Aminobenzoic Acid → HCID 86654130, compound

HRID 2360860Notes

Reaction equation

HRID 2360860 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[CH2:11]1[C@H:20]2[C@H:15]([CH2:16][CH2:17][C:18]3[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=32)[NH:14][CH2:13][CH2:12]1.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:14]2[C@@H:15]3[C@@H:20]([C:19]4[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=4[CH2:17][CH2:16]3)[CH2:11][CH2:12][CH2:13]2)=[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 12327022(4aS,10bR)-1,2,3,4,4a,5,6,10b-Octahydrobenzo[f]quinoline

Product 1

HCID 86654130HCID 86654130, compoundYield 66%

Procedure

The title compound is prepared from 4-amino-benzoic acid and cis-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline 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: 66% of theory; LC (method 4): tR=1.81 min; Mass spectrum (ESI+): m/z=307 [M+H]+.

Sources & evidence

ORD record
ord-5c561801460b4cb88dd2ca20c7f66627
Source dataset
uspto-grants-2014_04
Patent number
US08686149B2

Reaction notes

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