Hydrochloric Acid → HCID 57937358, compound

HRID 1435524Notes

Reaction equation

HRID 1435524 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([S:13]([C:16]2[CH:37]=[CH:36][C:19]3[N:20]([CH2:27][CH:28]4[CH2:33][CH2:32][C:31]([F:35])([F:34])[CH2:30][CH2:29]4)[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])=[N:22][C:18]=3[CH:17]=2)(=[O:15])=[O:14])[CH2:9]1)(C)(C)C.Cl>O1CCOCC1>[C:23]([C:21]1[N:20]([CH2:27][CH:28]2[CH2:29][CH2:30][C:31]([F:34])([F:35])[CH2:32][CH2:33]2)[C:19]2[CH:36]=[CH:37][C:16]([S:13]([N:10]3[CH2:11][CH2:12][C@H:8]([NH2:7])[CH2:9]3)(=[O:15])=[O:14])=[CH:17][C:18]=2[N:22]=1)([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57937371HCID 57937371, compound

Product 1

HCID 57937358HCID 57937358, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Following the same procedure in Example 112, step B, using tert-butyl[(3S)-1-({2-tert-butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}sulfonyl)pyrrolidin-3-yl]carbamate (2.8 g, 5 mmol) (see the following step B for preparation), and 4N HCl in dioxane (50 mL). Yield: 2.0 g (82%). 1H NMR (400 MHz, METHANOL-D4) δ 1.45-1.56 (m, 3 H), 1.63 (s, 9 H), 1.65-1.80 (m, 4 H), 1.94-2.05 (m, 2 H), 3.10-3.18 (m, 1 H), 3.33-3.42 (m, 2 H), 3.46-3.54 (m, 1 H), 3.54-3.59 (m, 2 H), 3.70-3.80 (m, 1 H), 4.53 (d, J=7.23 Hz, 2 H), 7.96 (d, J=8.98 Hz, 1 H), 8.11 (d, J=8.98 Hz, 1 H), 8.16 (s, 1 H); MS (APPI) (M+H)+=455.3; Anal. Calc. for C22H32F2N4O2S+2.5HCl+1.2H2O: C, 46.57; H, 6.56; N, 9.88. Found: C, 46.73; H, 6.55; N, 9.40.

Sources & evidence

ORD record
ord-77e6065059424937b1860d0818012a2a
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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