Isobutyl chloroformate → HCID 19023666, compound

HRID 2255440Notes

Reaction equation

HRID 2255440 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:4]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([NH2:19])[CH2:15][CH2:14]2)[CH2:3][CH2:2]1.[C:20]1(/[CH:26]=[CH:27]/[C:28](O)=[O:29])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(OC(Cl)=O)C(C)C>>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH:4]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([NH:19][C:28](=[O:29])/[CH:27]=[CH:26]/[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:15][CH2:14]2)[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 62365Isobutyl chloroformateHCID 444539Cinnamic AcidHCID 86166943HCID 86166943, compound

Product 1

HCID 19023666HCID 19023666, compoundYield 61%

Procedure

N-[1-[2-(3,4-dihydro-2H-1-benzopyran-4-yl)ethyl]-4-aminopiperidine was coupled to 3-phenyl-2E-propenoic acid utilizing the isobutylchloroformate protocol described in Example 6. This afforded the title compound; (61% yield) m.p. 168-70°, Anal: C25H30N2O2 0.3 H2O, Calc. C, 75.84; H, 7.79; N, 7.08; Found, C, 75.90; H, 7.94; N, 7.32.

Sources & evidence

ORD record
ord-5ec6c49a45d448a492bfade3f4314a5d
Source dataset
uspto-grants-1993_08
Patent number
US05240943

Reaction notes

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