Hydrochloride methanol → 1-[2-(Methyl{6-[(6-{methyl[3-(methylamino)propyl]carbamoyl}-1,3-benzothiazol-2-yl)amino]hexanoyl}amino)ethyl]piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446601Notes

Reaction equation

[C:1]1([C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:53])[O:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]([C:20](=[O:52])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[S:28][C:29]3[CH:35]=[C:34]([C:36](=[O:51])[N:37]([CH2:39][CH2:40][CH2:41][N:42](C(OC(C)(C)C)=O)[CH3:43])[CH3:38])[CH:33]=[CH:32][C:30]=3[N:31]=2)[CH3:19])[CH2:12][CH2:11]1.Cl.CO>>[C:1]1([C:54]2[CH:55]=[CH:56][CH:57]=[CH:58][CH:59]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:53])[O:9][CH:10]1[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][N:18]([CH3:19])[C:20](=[O:52])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[S:28][C:29]3[CH:35]=[C:34]([C:36](=[O:51])[N:37]([CH3:38])[CH2:39][CH2:40][CH2:41][NH:42][CH3:43])[CH:33]=[CH:32][C:30]=3[N:31]=2)[CH2:14][CH2:15]1

Participants

Reactant 2

HCID 21893726Hydrochloride methanol

HCID 867619181-(2-{[6-({6-[{3-([tert-Butoxycarbonyl)(methyl)amino]propyl}(methyl)carbamoyl]-1,3-benzothiazol-2-yl}amino)hexanoyl](methyl)amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamate

Product 1

HCID 867619191-[2-(Methyl{6-[(6-{methyl[3-(methylamino)propyl]carbamoyl}-1,3-benzothiazol-2-yl)amino]hexanoyl}amino)ethyl]piperidin-4-yl biphenyl-2-ylcarbamateYield 73%

Procedure

The compound (157 mg, 0.190 mmol) obtained in Example 93c and 2 N hydrochloric acid-methanol (1.90 mL, 3.79 mmol) were used to give the title compound (101 mg; yield, 73%) as a white solid according to the method described in Example 89e.

Sources & evidence

ORD record: ord-140dc24cf6434129a6076a11b914cea6
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08476253B2

Reaction notes

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