Diisopropylethylamine → HCID 90370380, compound

HRID 2176011Notes

Reaction equation

HRID 2176011 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][N:5]([CH2:11][C:12]1[CH:13]=[C:14]([CH:48]=[CH:49][CH:50]=1)[C:15]([NH:17][C:18]1[S:19][C:20]2[CH2:47][CH2:46][CH2:45][CH2:44][C:21]=2[C:22]=1[C:23]([NH:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][C:34]2[CH:43]=[CH:42][C:37]([C:38]([O:40][CH3:41])=[O:39])=[CH:36][CH:35]=2)=[CH:28][CH:27]=1)=[O:24])=[O:16])[CH:6]([CH2:9][CH3:10])[CH2:7][CH3:8].[C:51]([O:60][CH2:61][CH3:62])(=[O:59])[CH2:52][CH2:53][CH2:54][CH2:55][C:56]([O-:58])=O.C(N(C(C)C)C(C)C)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1>>[CH2:61]([O:60][C:51](=[O:59])[CH2:52][CH2:53][CH2:54][CH2:55][C:56]([N:2]([CH3:1])[CH2:3][CH2:4][N:5]([CH2:11][C:12]1[CH:13]=[C:14]([CH:48]=[CH:49][CH:50]=1)[C:15]([NH:17][C:18]1[S:19][C:20]2[CH2:47][CH2:46][CH2:45][CH2:44][C:21]=2[C:22]=1[C:23]([NH:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][CH2:33][C:34]2[CH:43]=[CH:42][C:37]([C:38]([O:40][CH3:41])=[O:39])=[CH:36][CH:35]=2)=[CH:28][CH:27]=1)=[O:24])=[O:16])[CH:6]([CH2:7][CH3:8])[CH2:9][CH3:10])=[O:58])[CH3:62]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 6993579HCID 6993579, compoundHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 90370366HCID 90370366, compound

Product 1

HCID 90370380HCID 90370380, compoundYield 81.6%

Procedure

By using 200 mg of methyl 4-[2-(4-{[(2-{[3-({[2-(methylamino)ethyl](pentan-3-yl)amino}methyl)benzoyl]amino}-4,5,6,7-tetrahydro-1-benzothiophen-3-yl)carbonyl]amino}phenyl)ethyl]benzoate, 60 mg of monoethyl adipate, and 0.10 mL of N-ethyl-N-isopropylpropan-2-amine as starting materials, and using 142 mg of O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU) as a condensing agent, the reaction similar to Preparation Example 27 was performed, thereby obtaining 200 mg of methyl 4-(2-{4-[({2-[(3-{[{2-[(6-ethoxy-6-oxohexanoyl)(methyl)amino]ethyl}(pentan-3-yl)amino]methyl}benzoyl)amino]-4,5,6,7-tetrahydro-1-benzothiophen-3-yl}carbonyl)amino]phenyl}ethyl)benzoate.

Workup

  1. customthe reaction
  2. customsimilar to Preparation Example 27

Sources & evidence

ORD record
ord-1832dba45dd84c97926ae788e893ad53
Source dataset
uspto-grants-2015_06
Patent number
US09062032B2

Reaction notes

Loading…