Diisopropylethylamine → HCID 57937326, compound

HRID 1435542Notes

Reaction equation

HRID 1435542 reaction equation
[C:1]([C:5]1[N:9]([CH2:10][CH:11]2[CH2:16][CH2:15][C:14]([F:18])([F:17])[CH2:13][CH2:12]2)[C:8]2[CH:19]=[CH:20][C:21]([S:23](Cl)(=[O:25])=[O:24])=[CH:22][C:7]=2[N:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.[NH:28]1[CH2:31][CH:30]([CH2:32][C:33]([OH:35])=[O:34])[CH2:29]1.CCN(C(C)C)C(C)C>C(Cl)Cl>[C:1]([C:5]1[N:9]([CH2:10][CH:11]2[CH2:16][CH2:15][C:14]([F:18])([F:17])[CH2:13][CH2:12]2)[C:8]2[CH:19]=[CH:20][C:21]([S:23]([N:28]3[CH2:31][CH:30]([CH2:32][C:33]([OH:35])=[O:34])[CH2:29]3)(=[O:25])=[O:24])=[CH:22][C:7]=2[N:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 579372942-tert-Butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazole-5-sulfonyl chlorideHCID 666150163-Azetidineacetic acid hydrochloride

Product 1

HCID 57937326HCID 57937326, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the same procedure in Example 1, Step A, using 2-tert-butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazole-5-sulfonyl chloride (1.06 g, 2.6 mmol), azetidin-3-ylacetic acid hydrochloride (1.17 g, 7.8 mmol) and DIPEA (4 mL) in CH2Cl2 (20 mL), provided the title compound as crude product (930 mg, 74% yield), which was used directly in Step A.

Sources & evidence

ORD record
ord-c3d9f801cce141528eda0ac2e72fb244
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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