Hydrochloride methanol → Methyl 3-(4-amino-1H-indol-1-yl)-3-(4-chlorophenyl)pentanoate

HRID 1427291Notes

Reaction equation

C(OC([NH:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][N:13]2[C:18]([C:29]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=1)([CH2:27][CH3:28])[CH2:19][C:20]([O:22][C:23](C)(C)C)=[O:21])=O)(C)(C)C.Cl.CO>>[NH2:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH:11]=[CH:12][N:13]2[C:18]([C:29]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=1)([CH2:27][CH3:28])[CH2:19][C:20]([O:22][CH3:23])=[O:21]

Participants

Reactant 2

HCID 21893726Hydrochloride methanol

HCID 117809455tert-Butyl 3-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-3-(4-chlorophenyl)pentanoate

Product 1

HCID 68175795Methyl 3-(4-amino-1H-indol-1-yl)-3-(4-chlorophenyl)pentanoate

Procedure

A mixture of the product of Step F (120 mg, 0.24 mmol) and 4 N HCl/MeOH (2 mL) was stirred at room temperature for 2 h. The volatile was removed in vacuo to give the title compound as colorless oil. LC/MS m/z=357.1[M+H]+.

Workup

customThe volatile was removed in vacuo

Sources & evidence

ORD record: ord-c65139464ff94b269e12deba4cee1038
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933113B2

Reaction notes

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