Thionyl Chloride → HCID 86691992, compound

HRID 1505723Notes

Reaction equation

HRID 1505723 reaction equation
O[C:2]1([C:29]([F:32])([F:31])[F:30])[CH:10]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:9]=[C:8]2[CH2:19][NH:20][CH:21]([C:23]([NH:25][CH:26]([CH3:28])[CH3:27])=[O:24])[CH2:22][N:6]3[C:7]2=[C:3]1[CH:4]=[CH:5]3.O=S(Cl)Cl>N1C=CC=CC=1>[CH:26]([NH:25][C:23]([CH:21]1[NH:20][CH2:19][C:8]2=[C:7]3[C:3](=[C:2]([C:29]([F:31])([F:32])[F:30])[C:10]([CH2:11][CH2:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)=[CH:9]2)[CH:4]=[CH:5][N:6]3[CH2:22]1)=[O:24])([CH3:28])[CH3:27]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 86691993HCID 86691993, compound

Product 1

HCID 86691992HCID 86691992, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The 7-hydroxy-N-isopropyl-6-phenethyl-7-(trifluoromethyl)-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indole-2(1H)-carboxamide (9 mg, 0.021 mmol) was further processed with SOCl2 and pyridine as described in Example 1, above to yield N-isopropyl-6-phenethyl-7-(trifluoromethyl)-3,4-dihydro-[1,4]diazepino[6,7,1-hi]indole-2(1H)-carboxamide (8 mg).

Sources & evidence

ORD record
ord-d4530381d6124806a3831b8c733e8d23
Source dataset
uspto-grants-2015_12
Patent number
US09216998B2

Reaction notes

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