tert-Butoxy bis(dimethylamino)methane → HCID 86659827, compound

HRID 1846380Notes

Reaction equation

C(O[CH:6](N(C)C)[N:7]([CH3:9])[CH3:8])(C)(C)C.[CH:13]([C:17]1[CH:22]=[CH:21][C:20]([N:23]2[C:32](=[O:33])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]=[C:24]2[C:34]2[CH:39]=[CH:38][C:37]([CH3:40])=[C:36]([N+:41]([O-:43])=[O:42])[CH:35]=2)=[CH:19][CH:18]=1)([CH2:15][CH3:16])[CH3:14]>CN(C=O)C>[CH:13]([C:17]1[CH:18]=[CH:19][C:20]([N:23]2[C:32](=[O:33])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]=[C:24]2[C:34]2[CH:39]=[CH:38][C:37](/[CH:40]=[CH:6]/[N:7]([CH3:9])[CH3:8])=[C:36]([N+:41]([O-:43])=[O:42])[CH:35]=2)=[CH:21][CH:22]=1)([CH2:15][CH3:16])[CH3:14]

Participants

Conditions

Temperature: 40 °C

Procedure

tert-Butoxybis(dimethylamino)methane (0.75 mL, 3.60 mmol) was added to a solution of 3-(4-sec-butylphenyl)-2-(4-methyl-3-nitrophenyl)quinazolin-4(3H)-one (0.500 g, 1.20 mmol) in DMF (30 mL). Stirring at 40° C. for 3 hours and concentrating in vacuo afforded (E)-3-(4-sec-butylphenyl)-2-(4-(2-(dimethylamino)vinyl)-3-nitrophenyl)quinazolin-4(3H)-one (0.565 g, quantitative).

Workup

concentrationconcentrating in vacuo

Sources & evidence

ORD record: ord-dbb02ef3f4734c0c9cb12fb3540d0e64
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952021B2

Reaction notes

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