Hydrochloric Acid → HCID 178479295, compound

HRID 36513Notes

Reaction equation

HRID 36513 reaction equation
[ClH:1].C1(OC)C=CC=CC=1.[NH:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([CH2:19][C@H:20]([NH:26]C(=O)OC(C)(C)C)[C:21]2[NH:25][N:24]=[N:23][N:22]=2)=[CH:11]1>C(OCC)(=O)C>[ClH:1].[NH:25]1[C:21]([C@@H:20]([NH2:26])[CH2:19][C:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][CH:11]=2)=[N:22][N:23]=[N:24]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7519AnisoleHCID 178454165HCID 178454165, compound

Product 1

HCID 178479295HCID 178479295, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Ethyl acetate (30 mL) was saturated with HCl gas at 0° C. at which point anisole (7.4 mL) was added followed by (S)-[2-(1H-indol-3-yl)-1-(1 H-tetrazol-5-yl)ethyl]carbamic acid, 1,1-dimethylethyl ester (1.24 g., 3.77 mmol.) dissolved in ethyl acetate (7 mL). The resulting solution was stirred at 0° for one hour at which time TLC showed that no starting material remained. The reaction mixture was evaporated and chased with methylene chloride and ether and finally pumped to 0.95 g. of (S)-α-(1 H-tetrazol-5-yl)-1 H-indol-3-ethanamine, hydrochloride as a light brown solid.

Workup

  1. additionwas added
  2. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-af9a22d21a574792ad926c99f8471d9c
Source dataset
uspto-grants-1995_05
Patent number
US05414013

Reaction notes

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