Hydrochloric Acid → 2-[(1,2,3,4-Tetrahydro-isoquinoline-8-carbonyl)-amino]-indan-2-carboxylic acid

HRID 1047840Notes

Reaction equation

HRID 1047840 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[C:11]([C:18](=[O:32])[NH:19][C:20]3([C:29]([OH:31])=[O:30])[CH2:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:21]3)[CH:12]=[CH:13][CH:14]=2)[CH2:9]1)=O)(C)(C)C.[ClH:33]>O1CCOCC1.O1CCOCC1.O>[ClH:33].[CH2:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][C:11]=2[C:18]([NH:19][C:20]2([C:29]([OH:31])=[O:30])[CH2:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:21]2)=[O:32])[CH2:16][CH2:17][NH:8]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 593141048-(2-Carboxy-indan-2-ylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 593141302-[(1,2,3,4-Tetrahydro-isoquinoline-8-carbonyl)-amino]-indan-2-carboxylic acidYield 100%

Reagents, catalysts & solvents 2

HCID 312751,4-DioxaneSolventHCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

To a solution of 8-(2-carboxy-indan-2-ylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (226) (128 mg, 0.29 mmol) in 6 ml dioxane is added dropwise 4N solution of HCl in dioxane/water (0.72 mL) and the resulting solution is stirred at RT for 4 h. The concentration gave an HCl salt of (219) as white solid (246 mg, 100%).

Workup

  1. concentrationThe concentration

Sources & evidence

ORD record
ord-bc16ce2077e244c7b6f7d66a737ebef5
Source dataset
uspto-grants-2013_10
Patent number
US08569535B2

Reaction notes

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