Hydrochloric Acid → HCID 86714379, compound

HRID 1750168Notes

Reaction equation

HRID 1750168 reaction equation
C([O:5][C:6](=[O:38])[C@@H:7]([NH:12][C:13](=[O:37])[C:14]1[CH:19]=[CH:18][C:17]([NH:20][CH:21]([CH:25]([CH3:27])[CH3:26])[CH:22]([CH3:24])[CH3:23])=[C:16]([NH:28][C:29](=O)[CH2:30][C:31]2[S:32][CH:33]=[CH:34][CH:35]=2)[CH:15]=1)[CH2:8][CH:9]([CH3:11])[CH3:10])(C)(C)C.Cl>>[CH:22]([CH:21]([N:20]1[C:17]2[CH:18]=[CH:19][C:14]([C:13]([NH:12][C@@H:7]([CH2:8][CH:9]([CH3:10])[CH3:11])[C:6]([OH:5])=[O:38])=[O:37])=[CH:15][C:16]=2[N:28]=[C:29]1[CH2:30][C:31]1[S:32][CH:33]=[CH:34][CH:35]=1)[CH:25]([CH3:26])[CH3:27])([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 86714377HCID 86714377, compound

Product 1

HCID 86714379HCID 86714379, compoundYield 4.3%

Procedure

80 mg of (S)-2-[4-(1-Isopropyl-2-methyl-propylamino)-3-(2-thiophen-2-yl-acetyl-amino)-benzoylamino]-4-methyl-pentanoic acid tert-butyl ester and 2 ml of hydrochloric acid (4M in dioxin) were heated in a microwave reactor for 2 min to 100° C. and for 15 min to 130° C. The reaction was then concentrated in vacuo and the resulting residue purified by HPLC to obtain 3 mg (4%) of (S)-2-{[1-(1-Isopropyl-2-methyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carbonyl]-amino}-4-methyl-pentanoic acid.

Workup

  1. concentrationThe reaction was then concentrated in vacuo
  2. customthe resulting residue purified by HPLC

Sources & evidence

ORD record
ord-bdb0f180e6614c1f92aa2354ef90d50e
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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