Benzothiazole-6-carboxylic acid → HCID 86654122, compound

HRID 521079Notes

Reaction equation

HRID 521079 reaction equation
[S:1]1[C:5]2[CH:6]=[C:7]([C:10]([OH:12])=O)[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH2:13]1[C@H:22]2[C@H:17]([CH2:18][CH2:19][C:20]3[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=32)[NH:16][CH2:15][CH2:14]1.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>>[S:1]1[C:5]2[CH:6]=[C:7]([C:10]([N:16]3[C@@H:17]4[C@@H:22]([C:21]5[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=5[CH2:19][CH2:18]4)[CH2:13][CH2:14][CH2:15]3)=[O:12])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 601670Benzothiazole-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 12327022(4aS,10bR)-1,2,3,4,4a,5,6,10b-Octahydrobenzo[f]quinoline

Product 1

HCID 86654122HCID 86654122, compoundYield 24%

Procedure

The title compound is prepared from benzothiazole-6-carboxylic 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 hexa-fluorophosphate is used]. Yield: 24% of theory; LC (method 4): tR=1.97 min; Mass spectrum (ESI+): m/z=349 [M+H]+.

Sources & evidence

ORD record
ord-3a929804a39747679695d375f8c59fd7
Source dataset
uspto-grants-2016_05
Patent number
US09328072B2

Reaction notes

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