Cyclopropylamine → HCID 178450231, compound

HRID 1297747Notes

Reaction equation

[CH2:1]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH:16]=[C:17]3[S:21][C:20](SC)=[N:19][C:18]3=[O:24])[CH:14]=2)C=[CH:8][C:7]=1[C:25]#[N:26])[CH2:2][CH2:3][CH3:4].[CH:27]1([NH2:30])[CH2:29][CH2:28]1.C([N:34](C(C)C)CC)(C)C>>[CH2:1]([O:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13](/[CH:16]=[C:17]3/[C:18](=[O:24])[N:19]=[C:20]([NH:30][CH:27]4[CH2:29][CH2:28]4)[S:21]/3)[CH:14]=2)[N:26]=[CH:25][C:7]=1[C:8]#[N:34])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 3

HCID 69828Cyclopropylamine

HCID 81531Diisopropylethylamine

HCID 68825226HCID 68825226, compound

Product 1

HCID 178450231HCID 178450231, compound

Procedure

Similar procedure as described in example 41c was used, starting from 1-butoxy-7-(2-methylsulfanyl-4-oxo-4H-thiazol-5-ylidenemethyl)-naphthalene-2-carbonitrile (example 79d), cyclopropylamine, and DIEA (diisopropylethylamine) to give 4-butoxy-6-[2-cyclopropylamino-4-oxo-4H-thiazol-(5Z)-ylidenemethyl]-quinoline-3-carbonitrile. LC-MS m/e 393 (MH+).

Sources & evidence

ORD record: ord-9aac1079237e42389ad92fe639612580
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07250515B2

Reaction notes

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