Cyclopropanecarboxaldehyde → HCID 58691345, compound

HRID 1594478Notes

Reaction equation

[C:1]([NH:4][C:5]1[S:6][C:7]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]3[N:20]=[CH:19][N:18]=[C:17]([C:21]4[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:22]=4[NH:31][C:32]([CH:34]4[CH2:39][CH2:38][CH2:37][CH2:36][NH:35]4)=[O:33])[CH:16]=3)[C:8]=2[N:9]=1)(=[O:3])[CH3:2].[CH:40]1([CH:43]=O)[CH2:42][CH2:41]1>>[C:1]([NH:4][C:5]1[S:6][C:7]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]3[N:20]=[CH:19][N:18]=[C:17]([C:21]4[CH:26]=[CH:25][C:24]([C:27]([F:29])([F:30])[F:28])=[CH:23][C:22]=4[NH:31][C:32]([CH:34]4[CH2:39][CH2:38][CH2:37][CH2:36][N:35]4[CH2:43][CH:40]4[CH2:42][CH2:41]4)=[O:33])[CH:16]=3)[C:8]=2[N:9]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 123114Cyclopropanecarboxaldehyde

HCID 58691320HCID 58691320, compound

Product 1

HCID 58691345HCID 58691345, compound

Procedure

N-(2-(6-(2-Acetamidobenzo[d]thiazol-4-yloxy)pyrimidin-4-yl)-5-(trifluoromethyl)phenyl)piperidine-2-carboxamide from step (a) above (0.40 g, 0.72 mmol) was reacted with cyclopropanecarboxaldehyde (0.16 mL, 2.2 mmol, Aldrich) under the conditions of Example 3(d) to give the title compound as an off-white solid. MS (ESI, pos. ion.) m/z: 611 (M+1). Mp: 212.3-213.5° C.

Sources & evidence

ORD record: ord-f3e69f1ac233438da21e0959164830a5
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07301022B2

Reaction notes

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