Hydrochloric Acid → HCID 178524378, compound

HRID 2174917Notes

Reaction equation

HRID 2174917 reaction equation
[NH:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[C:10]4[S:30][CH:29]=[CH:28][C:11]=4[C:12]([NH:16][C:17]4[CH:18]=[C:19]([CH:25]=[CH:26][CH:27]=4)[C:20]([O:22]CC)=[O:21])=[N:13][C:14]=3[CH:15]=2)=[N:4][N:3]=[N:2]1.C1COCC1.[OH-].[Li+].Cl>O.CO>[NH:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[C:10]4[S:30][CH:29]=[CH:28][C:11]=4[C:12]([NH:16][C:17]4[CH:18]=[C:19]([CH:25]=[CH:26][CH:27]=4)[C:20]([OH:22])=[O:21])=[N:13][C:14]=3[CH:15]=2)=[N:4][N:3]=[N:2]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 178468891HCID 178468891, compound

Product 1

HCID 178524378HCID 178524378, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

ethyl 3-(7-(1H-tetrazol-5-yl)thieno[3,2-c]quinolin-4-ylamino)benzoate (1.0 eq, 7.6 mg, 0.018 mmol) was suspended in a 1:1:1 mixture of THF, MeOH and water. Lithium Hydroxide was added (40 mg, 1.66 mmol) and the mixture stirred at room temperature for one hour. Water and hydrochloric acid were added and the resulting solid filtered and dried to afford 3-(7-(1H-tetrazol-5-yl)thieno[3,2-c]quinolin-4-ylamino)benzoic acid as a solid. LCMS (ES): 95% pure, m/z 389 [M+1]+.

Workup

  1. filtrationthe resulting solid filtered
  2. customdried

Sources & evidence

ORD record
ord-4962d0eee98c4916a7251f144dea6f7a
Source dataset
uspto-grants-2015_06
Patent number
US09062043B2

Reaction notes

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