Diisopropylethylamine → HCID 86656900, compound

HRID 410986Notes

Reaction equation

HRID 410986 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11](O)=[O:12])=[CH:10][C:5]=2[N:4]=[C:3]1[NH:14][C:15]1[S:16][C:17]2[CH:23]=[C:22]([O:24][C:25]([F:28])([F:27])[F:26])[CH:21]=[CH:20][C:18]=2[N:19]=1.[CH:29]1[C:41]2[CH:40]([CH2:42][O:43][C:44](=[O:52])[NH:45][CH2:46][CH2:47][O:48][CH2:49][CH2:50][NH2:51])[C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:33]=2[CH:32]=[CH:31][CH:30]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[CH:38]1[C:39]2[CH:40]([CH2:42][O:43][C:44](=[O:52])[NH:45][CH2:46][CH2:47][O:48][CH2:49][CH2:50][NH:51][C:11]([C:9]3[CH:8]=[CH:7][C:6]4[N:2]([CH3:1])[C:3]([NH:14][C:15]5[S:16][C:17]6[CH:23]=[C:22]([O:24][C:25]([F:28])([F:26])[F:27])[CH:21]=[CH:20][C:18]=6[N:19]=5)=[N:4][C:5]=4[CH:10]=3)=[O:12])[C:41]3[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:34]=2[CH:35]=[CH:36][CH:37]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2756223[2-(2-amino-ethoxy)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl esterHCID 583975171-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid

Product 1

HCID 86656900HCID 86656900, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

[2-(2-{[1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carbonyl]-amino}-ethoxy)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (106 mg) was prepared by following General Procedure F starting from 1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (80 mg), [2-(2-amino-ethoxy)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (80 mg), HBTU (95 mg), and DIEA (70 uL) in DMF (1 mL).

Sources & evidence

ORD record
ord-f1ab79971f4249c78d97ca4b5b3cd0de
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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