Cyclopropylamine → HCID 59639540, compound

HRID 2249842Notes

Reaction equation

[CH:1]1([NH2:4])[CH2:3][CH2:2]1.C[Al](C)C.[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:11]=1[N:17]1[C:22]2[N:23]=[C:24]([NH:35][CH2:36][C:37](OC)=[O:38])[N:25]=[C:26]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[CH3:34])[C:21]=2[CH:20]=[CH:19][C:18]1=[O:41]>>[CH:1]1([NH:4][C:37](=[O:38])[CH2:36][NH:35][C:24]2[N:25]=[C:26]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[CH3:34])[C:21]3[CH:20]=[CH:19][C:18](=[O:41])[N:17]([C:11]4[C:12]([F:16])=[CH:13][CH:14]=[CH:15][C:10]=4[F:9])[C:22]=3[N:23]=2)[CH2:3][CH2:2]1

Participants

Reactant 3

HCID 69828Cyclopropylamine

HCID 16682925Trimethylaluminum

HCID 59639612HCID 59639612, compound

Product 1

HCID 59639540HCID 59639540, compound

Procedure

Following the procedure outlined in Example 193, cyclopropylamine (0.23 mL, 3.3 mmol), trimethylaluminum (1.7 mL, 3.3 mmol) and the product of Example 190 (150 mg, 0.33 mmol) were reacted to give the desired product, 20 mg (13%). LC-MS: 480.0 (MH+, m/z), 1.89 (Rt, min).

Sources & evidence

ORD record: ord-badacca2cf784123a22cca1582136e43
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07314881B2

Reaction notes

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