1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57659129, compound

HRID 1711137Notes

Reaction equation

HRID 1711137 reaction equation
[Cl:1][C:2]1[N:27]=[C:26]([Cl:28])[CH:25]=[C:24]([CH3:29])[C:3]=1[C:4]([NH:6][CH2:7][CH2:8][C@H:9]([N:11]1[CH2:16][CH2:15][CH:14]([NH:17][CH2:18][C:19]2[CH:23]=[CH:22][S:21][CH:20]=2)[CH2:13][CH2:12]1)[CH3:10])=[O:5].C(O[C:35]([N:37]([CH2:39][C:40](O)=[O:41])C)=O)(C)(C)C.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.CCN=C=NCCCN(C)C>CN(C=O)C>[Cl:1][C:2]1[N:27]=[C:26]([Cl:28])[CH:25]=[C:24]([CH3:29])[C:3]=1[C:4]([NH:6][CH2:7][CH2:8][C@H:9]([N:11]1[CH2:16][CH2:15][CH:14]([N:17]([C:40](=[O:41])[CH2:39][NH:37][CH3:35])[CH2:18][C:19]2[CH:23]=[CH:22][S:21][CH:20]=2)[CH2:13][CH2:12]1)[CH3:10])=[O:5]

Participants

7

Reactant 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 83692Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 59458234HCID 59458234, compound

Product 1

HCID 57659129HCID 57659129, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following general procedure E: to a stirred solution of 2,6-dichloro-4-methyl-N—((R)-3-{4-[(thiophen-3-ylmethyl)-amino]-piperidin-1-yl}-butyl)-nicotinamide (62 mg, 0.137 mmol), (tert-butoxycarbonyl-methyl-amino)-acetic acid (28 mg, 0.159 mmol), HOBt (24 mg, 0.177 mmol) and DIPEA (59 μL, 0.34 mmol) in DMF (3 ml) was added EDCI (34 mg, 0.177 mmol). The reaction was stirred at rt overnight under N2 pressure. The resultant crude product (88 mg) was used in the next step.

Sources & evidence

ORD record
ord-69af130c03f34cc79caf419175ca85af
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

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