Diisopropylethylamine → HCID 67338951, compound

HRID 1670120Notes

Reaction equation

HRID 1670120 reaction equation
[CH2:1]([O:3][C:4](=[O:41])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[C:26]([C:28](=[O:32])[N:29]([CH3:31])C)[CH:25]=[C:24]([Br:33])[CH:23]=2)[C:10]=1[CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH3:2].BrC1C=C(C=C(OCCCCCCC2C=CC=C(OCCCC(=O)NOCC)C=2CCC(OCC)=O)C=1)C(O)=O.C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[F:106][CH:107]([F:117])[O:108][C:109]1[CH:116]=[CH:115][CH:114]=[CH:113][C:110]=1CN.CCN(C(C)C)C(C)C>ClCCl>[CH2:1]([O:3][C:4](=[O:41])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[C:26]([C:28](=[O:32])[NH:29][CH2:31][C:110]3[CH:113]=[CH:114][CH:115]=[CH:116][C:109]=3[O:108][CH:107]([F:117])[F:106])[CH:25]=[C:24]([Br:33])[CH:23]=2)[C:10]=1[CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH3:2]

Participants

7

Reactant 5

HCID 81531DiisopropylethylamineHCID 15140621-[2-(Difluoromethoxy)phenyl]methanamineHCID 2733179PyBroPHCID 67338116HCID 67338116, compoundHCID 86634946HCID 86634946, compound

Product 1

HCID 67338951HCID 67338951, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by the same method as 4-{3-[6-(3-bromo-5-dimethylcarbamoyl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy}-butyric acid ethyl ester starting from 3-bromo-5-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbamoyl-propoxy)-phenyl]-hexyloxy}-benzoic acid (900 mg, 1.48 mmol), PyBroP (828 mg, 1.77 mmol), 2-(difluoromethoxy)-benzylamine (306 mg, 1.77 mmol) and DIPEA (515 uL, 2.96 mmol) in dichloromethane (30 mL) to obtain 4-[3-{6-[3-bromo-5-(2-difluoromethoxy-benzylcarbamoyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (960 mg, 85%) as a colorless oil

Sources & evidence

ORD record
ord-dacf3185bc8f434ba57f808ff4b495ae
Source dataset
uspto-grants-2011_08
Patent number
US07989454B2

Reaction notes

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