Cyclopropylamine → HCID 86617908, compound

HRID 1261544Notes

Reaction equation

[C:1]([CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[C:15]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:25][CH:24]=3)[CH:16]=[CH:17][C:18]=2[CH2:19][CH2:20][CH2:21]Br)=[CH:9][C:8]=1[C:34]([CH3:37])([CH3:36])[CH3:35])(=[O:3])[CH3:2].[CH:38]1([NH2:41])[CH2:40][CH2:39]1>>[C:1]([CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[C:15]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:25][CH:24]=3)[CH:16]=[CH:17][C:18]=2[CH2:19][CH2:20][CH2:21][NH:41][CH:38]2[CH2:40][CH2:39]2)=[CH:9][C:8]=1[C:34]([CH3:37])([CH3:36])[CH3:35])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 86617909HCID 86617909, compound

Product 1

HCID 86617908HCID 86617908, compoundYield 57.4%

Procedure

In a manner similar to that of Example 38b, by reacting 490 mg of ethyl 4″-(acetylethylamino)-4′-(3-bromopropyl)-3″-tert-butyl[1,1′;3′,1″]terphenyl-4-carboxylate (0.87 mmol) with 0.6 mL of cyclopropylamine (9 mmol). 270 mg of ethyl 4″-(acetylethylamino)-3″-tert-butyl-4′-(3-cyclopropylaminopropyl)-[1,1′;3′,1″]terphenyl-4-carboxylate are obtained (yield=57%) in the form of an orange-colored oil.

Sources & evidence

ORD record: ord-c29434bd4ffa45a4b0c6a1137316fbf2
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470871B2

Reaction notes

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