Cyclopropylamine → HCID 59639540, compound

HRID 556650Notes

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-c7c61eaed0e94e5a8ea4fea78e7f5027
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08058282B2

Reaction notes

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