Hydrochloric Acid → HCID 86714384, compound

HRID 1750172Notes

Reaction equation

HRID 1750172 reaction equation
C([O:5][C:6](=[O:39])[CH2:7][NH:8][C:9](=[O:38])[C@@H:10]([NH:15][C:16]([C:18]1[CH:37]=[CH:36][C:21]2[N:22]([CH:31]([CH2:34][CH3:35])[CH2:32][CH3:33])[C:23]([CH2:25][C:26]3[S:27][CH:28]=[CH:29][CH:30]=3)=[N:24][C:20]=2[CH:19]=1)=[O:17])[CH2:11][CH:12]([CH3:14])[CH3:13])(C)(C)C.Cl>O1CCOCC1>[CH2:32]([CH:31]([N:22]1[C:21]2[CH:36]=[CH:37][C:18]([C:16]([NH:15][C@@H:10]([CH2:11][CH:12]([CH3:13])[CH3:14])[C:9]([NH:8][CH2:7][C:6]([OH:39])=[O:5])=[O:38])=[O:17])=[CH:19][C:20]=2[N:24]=[C:23]1[CH2:25][C:26]1[S:27][CH:28]=[CH:29][CH:30]=1)[CH2:34][CH3:35])[CH3:33]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86714383HCID 86714383, compound

Product 1

HCID 86714384HCID 86714384, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

32 mg of ((S)-2-{[1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoylamino)-acetic acid tert.-butyl ester were reacted with 0.8 ml of 4 M hydrochloric acid in dioxane at rt over night. The reaction mixture was then concentrated in vacuo to yield 28 mg (91%) of ((S)-2-{[1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoylamino)-acetic acid.

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo

Sources & evidence

ORD record
ord-432938fd9e884efa9ec23982573db96e
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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