Hydrochloric Acid → (S)-2-(2-isopropoxy-9H-pyrimido[4,5-b]indol-6-yl)morpholine hydrochloride

HRID 710275Notes

Reaction equation

[CH:1]([O:4][C:5]1[N:6]=[CH:7][C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C@@H:17]4[O:22][CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18]4)[CH:15]=3)[NH:10][C:9]=2[N:30]=1)([CH3:3])[CH3:2].[ClH:31].CCOCC>O1CCOCC1>[ClH:31].[CH:1]([O:4][C:5]1[N:6]=[CH:7][C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C@@H:17]4[O:22][CH2:21][CH2:20][NH:19][CH2:18]4)[CH:15]=3)[NH:10][C:9]=2[N:30]=1)([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

(S)-tert-Butyl 2-(2-isopropoxy-9H-pyrimido[4,5-b]indol-6-yl)morpholine-4-carboxylate (11 mg, 0.027 mmol) was dissolved in dioxane (0.5 ml) and a solution of HCl in dioxane (4M, 0.08 ml, 0.32 mmol) was added. The reaction mixture was stirred for 1 h at 60° C. After cooling ether (1 ml) was added and the solid was filtered off. It was washed with ether and dried in vacuo to afford (S)-2-(2-isopropoxy-9H-pyrimido[4,5-b]indol-6-yl)morpholine hydrochloride (6 mg, 64%) as an off-white solid. MS (ISP): 313.3 ([M+H]+).

Workup

additionwas added
filtrationthe solid was filtered off
washIt was washed with ether
customdried in vacuo

Sources & evidence

ORD record: ord-22fab99bec02407ea33c27bfdde1189b
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181230B2

Reaction notes

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