Isopropyl isocyanate → HCID 66746643, compound

HRID 711784Notes

Reaction equation

[Cl-].[C:2]([C:4]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[CH:13][C:5]=1[O:6][CH2:7][C@H:8]1[CH2:12][CH2:11][CH2:10][NH2+:9]1)#[N:3].[CH:20]([N:23]=[C:24]=[O:25])([CH3:22])[CH3:21]>>[C:2]([C:4]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[CH:13][C:5]=1[O:6][CH2:7][C@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:24]([NH:23][CH:20]([CH3:22])[CH3:21])=[O:25])#[N:3]

Participants

Reactant 2

HCID 61277Isopropyl isocyanate

HCID 66746622HCID 66746622, compound

Product 1

HCID 66746643HCID 66746643, compoundYield 100%

Procedure

Prepared as in Example 176b from (R)-2-((2-cyano-3-nitrophenoxy)methyl)pyrrolidinium chloride (Example 176c) and isopropyl isocyanate in 100% yield as a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 1.07 (d, J=6.5 Hz, 6H), 1.91 (m, 3H), 2.13 (m, 1H), 3.17 (m, 1H), 3.79 (m, 1H), 4.19 (m, 2H), 4.32 (d, J=8.8 Hz, 1H), 5.91 (d, J=8.1 Hz, 1H), 7.89 (m, 3H).

Sources & evidence

ORD record: ord-6168a4c05043410ea7239837eee074fc
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181276B2

Reaction notes

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