Hydrochloric Acid → HCID 69876321, compound

HRID 1355583Notes

Reaction equation

HRID 1355583 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@@H:11]([NH:23]C(=O)OC(C)(C)C)[C:12]2[S:13][CH:14]=[C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:16]=2)=[CH:2]1.[ClH:31]>C(OCC)(=O)C>[ClH:31].[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@H:11]([C:12]2[S:13][CH:14]=[C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:16]=2)[NH2:23])=[CH:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11811845HCID 11811845, compound

Product 1

HCID 69876321HCID 69876321, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
20 °C

Procedure

To (1.2 g, 2.85 mmol) of tert-butyl (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1,3-thiazol-2-yl)ethylcarbamate was added ethyl acetate (10 ml) and 20 ml of a 1N HCl solution in ethyl acetate. The solution was stirred for about 2 hours at about 20° C. followed by about 2 hours at about 50° C. The crystals which formed on cooling were collected by filtration and washed with diethyl ether to give 1 g of the title product as an orange powder. Melting point: 170-172° C.

Workup

  1. waitfollowed by about 2 hours at about 50° C
  2. customThe crystals which formed
  3. temperatureon cooling
  4. filtrationwere collected by filtration
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-cc79050c2cc144ff81e58466ea59ac97
Source dataset
uspto-grants-2003_07
Patent number
US06586445B1

Reaction notes

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