5-Hydroxyindole-2-carboxylic acid → 1,2,3,4-Tetrahydroisoquinoline

HRID 901086Notes

Reaction equation

HRID 901086 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1C(C1NC2C(C=1)=CC(O)=CC=2)=O.OC1C=C2C(=CC=1)NC(C(O)=O)=C2>>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1

Participants

3

Reactant 2

HCID 889585-Hydroxyindole-2-carboxylic acidHCID 69282708HCID 69282708, compound

Product 1

HCID 70461,2,3,4-Tetrahydroisoquinoline

Procedure

According to the procedure described for the synthesis of Example 1/step 1 (3,4-dihydro-1H-isoquinolin-2-yl)-(5-hydroxy-1H-indol-2-yl)-methanone was synthesized from 5-hydroxy-indole-2-carboxylic acid and 1,2,3,4-tetrahydro-isoquinoline which was yielded in 72% as white solid. MS (m/e): 293.0 (MH+, 100%).

Sources & evidence

ORD record
ord-8895543feecd4bfebcc7114a86af1fa3
Source dataset
uspto-grants-2008_04
Patent number
US07361682B2

Reaction notes

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